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H. Es and /. , M+Na) + : Calcd for C22H38NaO3S2Si 465

I. Heptanal, 78 mmol, 1 equiv 1,3-propandithiol III.31 (5.5 g, 50.34 mmol, 1.15 equiv.) and BF3.Et2O (26.7 g, 24 mL, 188.25 mmol, 4.3 equiv.) was mixted in dry DCM (100 mL) The reaction was stirred overnight and hydrolyzed with 50 mL of NaOH 1 M and 50 mL of water. Aqueous phase was extracted three times with DCM, organic layers were washed with brine

H. Es and /. , M+H) + : Calcd for C22H39O3S2Si 443

E. 10s, 2-((4-methoxybenzyl)-oxy)-butyl)-1,3- dithian-2-yl)-11-hydroxy-10-methylundec-7-en-1-yl pivalate (III.164) n-BuLi (1.6M in hexane, 1.2 mL, 0.76 mmol, 2.5 equiv.) was added dropwise to a stirring solution of dithiane III7 mL) at -78 °C and the reaction was stirred 1h at -10 °C. The freshly prepared aldehyde III

2. Hz, C. Diamajm, 1. , and C. , 79 (s, 3H, OCH3), 3, pp.4-0399747328603242

O. Oh-pivo and S. Otbs-c, C(CH3)3 TBS), mol Piv), vol.17, issue.258CHCH35, pp.15-729

1. 10s, 1. , and E. , 16-((tert-butyldimethylsilyl)-oxy)-11-hydroxy-14-((4-methoxybenzyl)- oxy)-10-methyl-12-oxohexadec-7-en-1-yl pivalate (III, p.165

. Piv, SiC(CH3)3), SiC(CH3)3)

H. Es-m11r, 1. , 1. , and E. , 16-((tert-butyldimethylsilyl)-oxy)-11,12-dihydroxy-14-((4- methoxybenzyl)-oxy), M+Na) + : Calcd C36H62NaO7Si 657.416, found 657.416. OPMB OH PivO OTBS O C 36 H 62 O 7 Si M = 634

. Piv, SiC(CH3)3), SiC(CH3)3)

H. Es, 97 g/mol (S,E)-10-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)-oxy)- butyl)

. Piv, SiC(CH3)3), SiC(CH3)3)

O. Pivo and . Opmb, S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)- oxy)-butyl, 7S,8S,10S)-10-((4R,5S), p.5, 0173.

. Piv, SiC(CH3)3), SiC(CH3)3)

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