T. Ziegler, G. Lemanski, A. Rakoczy, T. Tetrahedron-lett-ziegler, A. Ritter et al., Anomeric selectivity during intramolecular mannosylation of succinyl bridged glycosides 1, Tetrahedron Letters, vol.36, issue.49, pp.8973-8976, 1995.
DOI : 10.1016/0040-4039(95)01952-E

T. Ziegler and G. Et-lemanski, Synthesis of??-Mannosides via Prearranged Glycosides, Angewandte Chemie International Edition, vol.37, issue.22, pp.3129-3132, 1998.
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S. Valverde, A. M. Gomez, J. C. Lopez, B. Et-herradon, H. Yamada et al., Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation, Tetrahedron Letters, vol.37, issue.7, pp.1105-1108, 1996.
DOI : 10.1016/0040-4039(95)02316-X

. Buli, 1 eq) Après agitation pendant 30 minutes, Et 2 SiCl 2 (288 µl ; 5 eq) fraîchement distillé est ajouté à ?78°C. Le mélange est agité 2 heures à température ambiante puis le solvant est évaporé sous vide pendant 1 heure. A une solution de p-bromoanisole (216 mg, eq) dans du THF (3 ml) à -78°C est ajouté du n-BuLi (709 µl, p.36

2. , 1. , A. , 2. , J. Ab-ab et al., 03 (m, 10H, CH 3 CH 2 Si) ; de 1,50 à 1,69 (m, 2H, CH 2?pent ), Spectre RMN-1 H (CDCl 3 ) : ? (ppm) de 0 Hz, CH 2 -ph), pp.112349-112353

. Heure, Après filtration et évaporation, le résidu est mis en solution dans un mélange Ac 2 O/Pyridine (1/1 ; 10 ml) et la solution est agité pendant une nuit. Le solvant est évaporé, puis le résidu est purifié sur une colonne de gel de silice

1. Dd, 30 (s, 3H, OCH 3 ) J 6a,5 = 4,0 Hz, H 6a ) ; de 4,42 à 4,52 (m, 1H, H 5 ), Spectre RMN-1 H (C 6 D 6 ) : ? (ppm) 1,43, pp.62-63

K. Suzuki and T. Et-matsumoto, Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products, pp.352-403, 1993.

K. Krohn and P. Et-frese, Total synthesis of angucyclines. Part 16: 8-Deoxy-urdamycinone F, a nonaromatic angucycline antibiotic of the aquayamycin type, Tetrahedron Letters, vol.42, issue.4, pp.681-682, 2001.
DOI : 10.1016/S0040-4039(00)02223-1

M. Yamaguchi, T. Okuma, A. Horiguchi, C. Ikeura, and T. Et-minami, Total synthesis of (-)-urdamycinone B through polyketide condensation, The Journal of Organic Chemistry, vol.57, issue.6, pp.1647-1649, 1992.
DOI : 10.1021/jo00032a009

T. Matsumoto, T. Hosoya, and K. Suzuki, Total synthesis and absolute stereochemical assignment of gilvocarcin M., Journal of the American Chemical Society, vol.114, issue.9, pp.3568-3570, 1992.
DOI : 10.1021/ja00035a069

R. N. Farr, D. Kwok, G. D. Et-daves, and . Jr, 8-Ethenyl-1-hydroxy-4-.beta.-D-ribofuranosylbenzo[d]naphtho[1,2-b]pyran-6-one and 8-ethenyl-1-hydroxy-4-(2'-deoxy-.beta.-D-ribofuranosyl)benzo[d]naphtho[1,2-b]pyran-6-one. Synthetic C-glycosides related to the gilvocarcin, ravidomycin, and chrysomycin antibiotics, The Journal of Organic Chemistry, vol.57, issue.7, pp.2093-2100, 1992.
DOI : 10.1021/jo00033a034

R. F. Keyes and D. G. Et-kingston, Stereochemistry of hydrogen loss on formation of the vinyl group in the biosynthesis of ravidomycin, The Journal of Organic Chemistry, vol.54, issue.26, pp.6127-6129, 1989.
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D. Kwok, G. D. Et-daves, and . Jr, Synthetic 8-vinylbenzo[d]naphtho[1,2-b]pyran-6-one C-glycoside, The Journal of Organic Chemistry, vol.54, issue.19, pp.4496-4497, 1989.
DOI : 10.1021/jo00280a010

H. Nakano, Y. Matsuda, K. Ito, S. Ohkubo, M. Morimoto et al., Gilvocarcins, new antitumor antibiotics. 1. Taxonomy, fermentation, isolation and biological activities., The Journal of Antibiotics, vol.34, issue.3, pp.266-270, 1981.
DOI : 10.7164/antibiotics.34.266

F. Tomita, K. Takahashi, and T. Et-tamaoki, Gilvocarcins, new antitumor antibiotics. 4. Mode of action., The Journal of Antibiotics, vol.35, issue.8, pp.1038-1041, 1982.
DOI : 10.7164/antibiotics.35.1038

K. A. Exemples-de-synthèses-parker, Y. Et-koh, J. Sun, D. Hansen, M. Hurley et al., Methodology for the Regiospecific Synthesis of Bis C-Aryl Glycosides. Models for Kidamycins, Journal of the American Chemical Society, vol.116, issue.24, pp.11149-11150, 1994.
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S. J. Danishefsky, B. J. Uang, and G. J. Quallich, Total synthesis of vineomycinone B2 methyl ester, 12 Exemples de synthèses, pp.1285-1293, 1985.
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M. Tius, J. Gomez-galeno, X. Gu, and J. H. Zaidi, C-Glycosylanthraquinone synthesis: total synthesis of vineomycinone B2 methyl ester, Journal of the American Chemical Society, vol.113, issue.15, pp.5775-5783, 1991.
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T. Matsumoto, M. Katsuki, H. Jona, and K. Suzuki, Convergent total synthesis of vineomycinone B2 methyl ester and its C(12)-epimer, Journal of the American Chemical Society, vol.113, issue.18, pp.6982-6992, 1991.
DOI : 10.1021/ja00018a041

V. Bolitt and C. Et-mioskowski, Total synthesis of vineomycinone B2 methyl ester via double Bradsher cyclization, Journal of the American Chemical Society, vol.113, issue.16, pp.6320-6321, 1991.
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F. M. Hauser and X. Hu, -Aryl Glycosides, Organic Letters, vol.4, issue.6, pp.977-978, 2002.
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N. Imamura, K. Kakinuma, N. Ikekawa, H. Tanaka, and S. Et-omura, The structure of vineomycin B2., The Journal of Antibiotics, vol.34, issue.11, pp.1517-1518, 1981.
DOI : 10.7164/antibiotics.34.1517

P. Léo, C. Morin, and C. Et-philouze, Structure Revision of Medermycin/Lactoquinomycin A and of Related C-8 Glycosylated Naphthoquinones, Organic Letters, vol.4, issue.16, pp.2711-2714, 2002.
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J. Chopin, M. L. Bouillant, E. Et-besson, and . Flavonoids, Advances in Research, Harborne et al, pp.449-503, 1982.

F. U. Afifi, E. Khalil, and S. Et-abdalla, Effect of isoorientin isolated from Arum palaestinum on uterine smooth muscle of rats and guinea pigs, Journal of Ethnopharmacology, vol.65, issue.2, pp.173-177, 1999.
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Y. Miyake, K. Yamamoto, Y. Morimitsu, and T. Et-osawa, -Glucosylflavone from Lemon Peel and Antioxidative Activity of Flavonoid Compounds in Lemon Fruit, Journal of Agricultural and Food Chemistry, vol.45, issue.12, pp.4619-4623, 1997.
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D. Balachari and G. A. Et-o-'doherty, Enantioselective Synthesis of the Papulacandin Ring System:??? Conversion of the Mannose Diastereoisomer into a Glucose Stereoisomer, Organic Letters, vol.2, issue.25, pp.4033-4036, 2000.
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E. Dubois and J. Et-beau, Papulacandins and chaetiacandin: a stereoselective route to their basic skeleton by a palladium-mediated arylation of 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-tributylstannyl-d-glucal, Carbohydrate Research, vol.223, pp.157-167, 1992.
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S. Danishefski, G. Philips, and M. Et-ciufolini, A fully synthetic route to the papulacandins. Stereospecific spiroacetalization of a C-1-arylated methyl glycoside, Carbohydrate Research, vol.171, issue.1, pp.317-327, 1987.
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T. Yoshida, K. Seno, Y. Takama, and T. Et-okuda, Bergenin derivatives from Mallotus japonicus, Phytochemistry, vol.21, issue.5, pp.1180-1182, 1982.
DOI : 10.1016/S0031-9422(00)82451-6

S. Piacente, C. Pizza, and N. Et-de-tommasi, and Their in Vitro Anti-HIV Activity, Journal of Natural Products, vol.59, issue.6, pp.565-569, 1996.
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C. D. Hurd, W. A. Bonner, B. Yagen, S. Levy, R. Mechoulam et al., The Catalytic Glycosylation of Benzene with Sugar Acetates, Journal of the American Chemical Society, vol.67, issue.10, pp.1759-1764, 1945.
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B. A. Garcia, J. Poole, and D. Y. Et-gin, Direct Glycosylations with 1-Hydroxy Glycosyl Donors using Trifluoromethanesulfonic Anhydride and Diphenyl Sulfoxide, Journal of the American Chemical Society, vol.119, issue.32, pp.7597-7598, 1997.
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R. N. Farr, D. Kwok, G. D. Et-daves, and J. , 8-Ethenyl-1-hydroxy-4-.beta.-D-ribofuranosylbenzo[d]naphtho[1,2-b]pyran-6-one and 8-ethenyl-1-hydroxy-4-(2'-deoxy-.beta.-D-ribofuranosyl)benzo[d]naphtho[1,2-b]pyran-6-one. Synthetic C-glycosides related to the gilvocarcin, ravidomycin, and chrysomycin antibiotics, The Journal of Organic Chemistry, vol.57, issue.7, pp.2093-2100, 1992.
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G. Casiraghi, M. Cornia, L. Colombo, G. Rassu, G. G. Fava et al., 2,3-Unsaturated -glucopyranosides: A guideline to the anomeric configurational assignment, Tetrahedron Letters, vol.29, issue.43, pp.5549-5552, 1982.
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C. D. Hurd, R. P. Et-holysz, C. D. Hurd, and R. P. Et-holysz, Reactions of Polyacylglycosyl Halides with Grignard Reagents, Journal of the American Chemical Society, vol.72, issue.4, pp.1732-1734, 1950.
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C. D. Hurd and T. H. Miles, The Arylation of Glycosyl Halides by Phenyllithium, The Journal of Organic Chemistry, vol.29, issue.10, pp.2976-2979, 1964.
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R. Bihovsky, C. Selick, I. Et-giusti, G. A. Kraus, and M. T. Et-molina, Synthesis of C-glucosides by reactions of glucosyl halides with organocuprates, The Journal of Organic Chemistry, vol.53, issue.17, pp.4026-4031, 1988.
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S. Czernecki and G. Et-ville, C-Glycosides. 7. Stereospecific C-glycosylation of aromatic and heterocyclic rings, The Journal of Organic Chemistry, vol.54, issue.3, pp.610-612, 1989.
DOI : 10.1021/jo00264a020

S. B. Rosenblum, R. Et-bihovsky, G. Casiraghi, M. Cornia, G. Rassu et al., Synthesis of the papulacandin C-arylglucosyl spiroketal nucleus, Journal of the American Chemical Society, vol.112, issue.7, pp.2746-2748, 1988.
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R. A. Outten, D. Et-daves, and . Jr, Benzo[d]naphtho[1,2-b]pyran-6-one C-glycosides. Aryltri-n-butylstannanes in palladium-mediated coupling with 2,3-dihydropyran and furanoid glycals, The Journal of Organic Chemistry, vol.54, issue.1, pp.29-35, 1989.
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R. A. Outten, D. Et-daves, and . Jr, Synthetic 1-methoxybenzo[d]naphtho[1,2-b]pyran-6-one C-glycosides, The Journal of Organic Chemistry, vol.52, issue.22, pp.5064-5066, 1987.
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J. Ramnauth, O. Poulin, S. Rakhit, and S. P. Et-maddaford, -Glycosidation of Peracetylated Glycals with Arylboronic Acids, Organic Letters, vol.3, issue.13, pp.2013-2015, 2001.
DOI : 10.1021/ol010070q

F. M. Hauser and X. Hu, -Aryl Glycosides, Organic Letters, vol.4, issue.6, pp.977-978, 2002.
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T. Matsumoto, M. Katsuki, and K. Suzuki, New approach to C-aryl glycosides starting from phenol and glycosyl fluoride. Lewis acid-catalyzed rearrangement of O-glycoside to C-glycoside, Tetrahedron Letters, vol.29, issue.52, pp.6935-6938, 1988.
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K. Toshima, G. Matsuo, T. Ishizuka, Y. Ushiki, M. Nakata et al., -Glycosidation Methods Using Unprotected Sugars, The Journal of Organic Chemistry, vol.63, issue.7, pp.2307-2313, 1998.
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O. R. Martin, The unexpected intramolecular C-arylation of 2-0-benzylated cyclic sugar derivatives: a useful 1,2-cis-C-glycosylation reaction, Tetrahedron Letters, vol.26, issue.17, pp.2055-2058, 1985.
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A. O. Stewart and R. M. Williams, C-Glycosidation of pyridyl thioglycosides, Journal of the American Chemical Society, vol.107, issue.14, pp.4289-4296, 1985.
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Y. Araki, E. Mokubo, and N. Kobayashi, Structural elucidation and a novel reductive cleavage of ribofuranosyl ring C-1 - O bond of the intramolecular -arylation product of tri--benzyl-??--ribofuranosyl fluoride, Tetrahedron Letters, vol.30, issue.9, pp.1115-1118, 1989.
DOI : 10.1016/S0040-4039(01)80374-9

M. Anastasia, P. Allevi, P. Ciuffreda, A. Fiecchi, and A. Et-scala, A simple and ready internal C-glycosylation of 2,3,5-tri-O-benzylglycofuranoses promoted by the boron trifluoride-diethyl ether complex, Carbohydrate Research, vol.208, pp.264-266, 1990.
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O. R. Martin, S. P. Rao, K. G. Kurz, and H. A. Et-el-shenawy, Intramolecular reactions of 2-O-organosilyl glycosides. Highly stereoselective synthesis of C-furanosides, Journal of the American Chemical Society, vol.110, issue.26, pp.8698-8700, 1988.
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R. R. Schmidt and G. Et-effenberger, C-glucosylarenes from O-??-d-glucosyl trichloroacetimidates. Structure of bergenin derivatives, Carbohydrate Research, vol.171, issue.1, pp.59-79, 1987.
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W. Frick and R. R. Et-schmidt, Synthesis of bergenin-type C-glucosylarenes, Carbohydrate Research, vol.209, pp.101-107, 1991.
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H. Herzner, E. R. Palmacci, and P. H. Et-seeberger, -methylbergenin, Organic Letters, vol.4, issue.17, pp.2965-2967, 2002.
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D. R. Mootoo, V. Date, and B. Et-fraser-reid, n-Pentenyl glycosides permit the chemospecific liberation of the anomeric center, Journal of the American Chemical Society, vol.110, issue.8, pp.2662-2663, 1988.
DOI : 10.1021/ja00216a057

J. R. Allen and S. J. Et-danishefsky, :?? A Highly Tumor-Specific Antigen Associated with Small Cell Lung Carcinoma, Journal of the American Chemical Society, vol.121, issue.47, pp.10875-10882, 1999.
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R. Velty, T. Benvegnu, M. Gelin, E. Privat, and D. Plusquellec, A convenient synthesis of disaccharides containing furanoside units, Carbohydrate Research, vol.299, issue.1-2, pp.7-14, 1997.
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B. G. Wilson and B. Et-fraser-reid, n-Pentenyl Glycoside Based Methodology for Determining the Relative Reactivities of Variously Protected Pairs of Glycosides, The Journal of Organic Chemistry, vol.60, issue.2, pp.317-320, 1995.
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R. U. Lemieux and A. R. Et-morgan, -HEXOPYRANOSIDE, Canadian Journal of Chemistry, vol.43, issue.8, pp.2190-2198, 1965.
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H. W. Pauls and B. Et-fraser-reid, A novel synthesis of methyl .alpha.-L-garosaminide which illustrates a stereocontrolled approach to the cis-hydroxyamino moiety of amino sugars, Journal of the American Chemical Society, vol.102, issue.11, pp.3956-3957, 1980.
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H. W. Pauls and B. Et-fraser-reid, -Diols: New Syntheses of Methyl ??-L-Digitoxoslde and Methyl 2-Deoxy-??-L-Fucoside, Journal of Carbohydrate Chemistry, vol.23, issue.1, pp.1-14, 1985.
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D. R. Mootoo, P. Konradsson, U. Udodong, and B. Et-fraser-reid, Armed and disarmed n-pentenyl glycosides in saccharide couplings leading to oligosaccharides, Journal of the American Chemical Society, vol.110, issue.16, pp.5583-5584, 1988.
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B. Capon, Mechanism in carbohydrate chemistry, Chemical Reviews, vol.69, issue.4, pp.407-498, 1969.
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R. L. Halcomb, S. J. Et-danishefsky, and J. , On the direct epoxidation of glycals: application of a reiterative strategy for the synthesis of .beta.-linked oligosaccharides, Journal of the American Chemical Society, vol.111, issue.17, pp.6661-6666, 1989.
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F. W. Lichtenthaler and T. Et-schneider-adans, 3,4,6-Tri-O-benzyl-.alpha.-D-arabino-hexopyranos-2-ulosyl Bromide: A Versatile Glycosyl Donor for the Efficient Generation of .beta.-D-Mannopyranosidic Linkages, The Journal of Organic Chemistry, vol.59, issue.22, pp.6728-6734, 1994.
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M. L. Sznaidman, S. C. Johnson, C. Casto, and S. M. Et-hecht, Carbohydrate Cyclic Ketene Acetals, The Journal of Organic Chemistry, vol.60, issue.13, pp.3942-3943, 1995.
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A. S. Kende and Y. Fujii, Acid-induced anomerization of 1-deoxy-1-C-alkenylglycopyranose derivatives, Tetrahedron Letters, vol.32, issue.20, pp.2199-2202, 1991.
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J. A. Hirch and G. Schwartzkopf, Catalytic hydrogenation of substituted 4-chromanones and 4-chromanols, The Journal of Organic Chemistry, vol.38, issue.20, pp.3534-3536, 1973.
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N. Girard, Etude de la synthèse de C-aryl mannopyranosides par voie intramoléculaire, DEA Conception, synthèse, analyse et structure de composés d'intérêts biologique, 2002.

G. Wulff and G. Et-röhle, -Glycoside Synthesis, Angewandte Chemie International Edition in English, vol.23, issue.3, pp.157-216, 1974.
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G. Stork, H. S. Suh, and G. Kim, The temporary silicon connection method in the control of regio- and stereochemistry. Applications to radical-mediated reactions. The stereospecific synthesis of C-glycosides, Journal of the American Chemical Society, vol.113, issue.18, pp.7054-7056, 1991.
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F. Barresi and O. Et-hindsgaul, Synthesis of .beta.-mannopyranosides by intramolecular aglycon delivery, Journal of the American Chemical Society, vol.113, issue.24, pp.9376-9377, 1991.
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K. Jung, M. Müller, and R. R. Et-schmidt, -Glycoside Bond Formation, Chemical Reviews, vol.100, issue.12, pp.4423-4442, 2000.
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Y. Ito and T. Et-ogawa, A Novel Approach to the Stereoselective Synthesis of??-Mannosides, Angewandte Chemie International Edition in English, vol.33, issue.17, pp.1765-1767, 1994.
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A. Dan, Y. Ito, and T. Et-ogawa, A Convergent and Stereocontrolled Synthetic Route to the Core Pentasaccharide Structure of Asparagine-Linked Glycoproteins, The Journal of Organic Chemistry, vol.60, issue.15, pp.4680-4681, 1995.
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Y. Ohnishi, H. Ando, T. Kawai, Y. Nakahara, and Y. Ito, Synthesis of a novel asparagine-linked heptasaccharide structure via p-methoxybenzyl-assisted ??-mannosylation, Carbohydrate Research, vol.328, issue.3, pp.263-276, 2000.
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S. Valverde, A. M. Gomez, J. C. Lopez, and B. Et-herradon, Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation, Tetrahedron Letters, vol.37, issue.7, pp.1105-1108, 1996.
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G. Rubinstenn, J. Esnault, J. Mallet, and P. Et-sinaÿ, Radical mediated synthesis of containing C-disaccharides via a temporary phosphoramidic connection, Tetrahedron: Asymmetry, vol.8, issue.8, pp.1327-1336, 1997.
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G. Stork and J. J. Et-la-clair, Stereoselective Synthesis of ??-Mannopyranosides via the Temporary Silicon Connection Method, Journal of the American Chemical Society, vol.118, issue.1, pp.247-248, 1996.
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F. N. Tebbe, G. W. Parshall, G. S. Et-reddy, and J. , Olefin homologation with titanium methylene compounds, Journal of the American Chemical Society, vol.100, issue.11, pp.3611-3613, 1978.
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S. H. Pine, R. Zahler, D. A. Evans, and R. H. Grubbs, Titanium-mediated methylene-transfer reactions. Direct conversion of esters into vinyl ethers, Journal of the American Chemical Society, vol.102, issue.9, pp.3270-3272, 1980.
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A. Marra, J. Esnault, A. Veyrière, and P. Et-sinaÿ, Isopropenyl glycosides and congeners as novel classes of glycosyl donors: theme and variations, Journal of the American Chemical Society, vol.114, issue.16, pp.6354-6360, 1992.
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M. Trumtel, P. Tavecchia, A. Veyrières, and P. Et-sinaÿ, Syntheses of trisaccharide C???D???E and tetrasaccharide B???C???D???E fragments found in orthosomycins, Carbohydrate Research, vol.202, pp.257-275, 1990.
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N. A. Petasis and E. I. Et-bzowej, Titanium-mediated carbonyl olefinations. 1. Methylenations of carbonyl compounds with dimethyltitanocene, Journal of the American Chemical Society, vol.112, issue.17, pp.6392-6394, 1990.
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J. Barluenga, C. Del-pozo-losada, and B. Et-olano, New synthesis of 4-amino-1-azadienes. First use of Cp2TiMe2 as precursor in insertion reactions of [Cp2Ti=CH2] with nitriles., Tetrahedron Letters, vol.33, issue.49, pp.7579-7580, 1992.
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B. M. Trost and T. Sato, Dimethyl(methylthio)sulfonium tetrafluoroborate initiated organometallic additions to and macrocyclizations of thioketals, Journal of the American Chemical Society, vol.107, issue.3, pp.719-721, 1985.
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P. Fügedi and P. J. Garegg, A novel promoter for the efficient construction of 1,2-trans linkages in glycoside synthesis, using thioglycosides as glycosyl donors, Carbohydrate Research, vol.149, issue.1, pp.9-12, 1986.
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B. M. Trost and S. J. Martin, Alkynyl sulfenylation. A direct approach for nucleophilic addition and substitution of olefins by carbanions, Journal of the American Chemical Society, vol.106, issue.15, pp.4263-4265, 1984.
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