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1. Hz, 13 C NMR (100 MHz, D 6 -acetone) ? 173.6 (s, C 4 ), 150.1 (s, C 9 ), 148.9 (s, C 10 ), 142.5 (s, C 15

1. Hz, 01 (br s, 1H, H 16 ), 4.00?3.88 (m, 1H, H 5 ), 3.74 (s, 3H, H 13 or H 14 ), 3.67 (s, 3H, H 14 or H 13 ), p.2858

J. Hz, 4 Hz, J = 3.4 Hz and J = 0.5 Hz, 1H, p.24

J. Hz, 40 (ddd, apparent q, J = 3.6 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 176.0 (s, C 4 ), 149.7 (s, C 9 ), 148.6 (s, C 10, pp.130-135

J. =. Hz, 73 (ddd, apparent q, J = 3.5 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 176.0 (s, C 4 ), 150.2 (s, C 10 ), 148.5 (s, C 11 ), 140.5 (s, C 16 ), 137.3 (s, C 18, 9.7 Hz and J = 6.2 Hz, 1H EI?MS m/z (relative intensity) 363 (M +? , 7), pp.32-33

C. Nmr, 9 (s, C 18 ), 135.0 (s, C 8 )

. Mecn, 1 mL) (microwave irradiation, 150 °C, 1 h) After purification by flash chromatography on silica gel (petroleum ether, pp.95-95

1. Hz, 141.4 (s, C 13 ), 139.0 (s, C 15 ), 138.2 (s, C 6 ), 134.3 (d, C 16 ), 130.6 (s, 2 J C-F = 30, C NMR (100 MHz, pp.55-58

1. Hz, 95 (s, 3H, H 7 ); 13 C NMR (100 MHz, CDCl 3 ) ? 131 ); EI?MS m/z (relative intensity, pp.27-81

. Celite, 3) to afford 973 mg (62%) of amine S6 as a yellow oil, C NMR (100 MHz, pp.609-610, 1003.

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DOI : 10.1021/jm030080s

1. Hz and J. , 41 (dtd, apparent dq, J = 3.4 Hz and J = 1.0 Hz, 1H, H 8 ), 5.96 (br s, 1H, H 12, 2H, H 2 +H 6 ), pp.60-62, 2005.

J. Hz, 51 (ddd, apparent q, J = 3.7 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 176.2 (s, C 4 ), 140.9 (s, C 7 or C 11, pp.15-22

J. Hz, 82 (ddd, apparent q, J = 3.8 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 176.2 (s, C 4 ), 142.7 (s, C 11 or C 7 ), 141.5 (s, C 7 or C 11, 126.4 (d, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 176.4 (s, pp.23-25, 2009.

=. Mp and °. , isomer: 1 H NMR (400 MHz, D 6 -acetone) ? 9.96 (br s, 1H, pp.609-139, 1158.

J. Hz, 4 Hz and J = 4.1 Hz, 1H, H 1 ), 0.55 (ddd, apparent q, 2001.

C. Nmr and H. Ar, ); (E)-isomer: 1 H NMR (400 MHz, D 6 -acetone) ? 10.15 (br s, 1H, pp.129-135, 2002.

M. Bn and +. , ); (E)-isomer: 1 H NMR (400 MHz, D 6 -acetone) ? 10.2 (br s, 1H, pp.185-144

J. =. Td, 82 (ddd, apparent q, J = 3.8 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -acetone) ? 174.1 (s, C 4 ), 142.7 (s, C 15, p.45

?. Bn and +. , ); EI?MS m/z (relative intensity, pp.242-91, 15718.

1. Hz, 871 (s, 3H, H 13 or H 14 ), 3.868 (s, 3H , H 14 or H 13 ), 3.29 (d, AB syst, p.6

J. Hz, 13 C NMR (100 MHz, CDCl 3 ) ? 147.4 (s, C 9 ), 146.1 (s, C 10 ), 137.9 (s, C 17, pp.55-62

H. Nmr, CDCl 3 ) ? 758 (s, 1H, H 8 ), 5.67 (s, 1H, pp.30-37

1. Hz, 3.47 (ddd, apparent dt, J = 12.0 Hz and J = 5.4 Hz, 1H, H 5' ), 3.37 (s, 3H, H 14 or H 13 ), 3.31 (ddd, J = 16.6 Hz, J = 11.8 Hz and J = 7.5 Hz 1H, H 6 ), 3.16 (d, AB syst, J = 12, ), 2.63 (ddd, J = 8.6 Hz, J = 5.9 Hz and J = 3.1 Hz, 1H, H 2 ), p.83204712

1. Hz, CDCl 3 ) ? 202.2 (s, C 46 (s, C 10 ), 135.8 (s, C 17, C NMR (100 MHz, pp.72-78

=. Mp and °. , CDCl 3 ) ? 772 (s, 1H, H 11 ), 4.87 (s, 1H, H 21 ), 3.82 (s, 3H, H 13 or H 14, 1H, H 5' ), 3.36 (s, 3H, H 14 or H 13 ) 3.05 (d, AB syst, J = 12.7 Hz, 1H, H 16' ), 2.49 (ddd, apparent dd, J = 16.2 Hz and J = 4.2 Hz 1H, pp.702-703, 1032.

J. Hz, 13 C NMR (100 MHz, CDCl 3 ) ? 169.6 (s, C 22 (s, C 4 ), (2S*,3S*,5R*)-12,13-Dimethoxy-2-(4-methoxybenzyl)-7-azatetracyclo This compound was prepared by cyclization of enamide 121, pp.13-19

C. Nmr, 3 (s, C 12 ), 128.5 (s, C 17, 2019.

H. Nmr, CDCl 3 ) ? 6

2. Hz and J. =. , 55 (s, 1H, H 8 ), 5.87 (s, 1H84 (s, 3H, H 13 or H 14 ), 3.46 (s, 3H , H 14 or H 13, pp.63-67

1. Hz and J. , 91 (s, 6H, H 2188 (d, AB syst, J = 13.0 Hz, 1H, H 16, 1H, H 6' ), 2.13 (ddd, J = 8.0 Hz, J = 6.2 Hz and J = 4.5 Hz, 1H, pp.62-64

1. Hz, J. =. , and J. , 59 (s, 1H, H 8 ), 5.80 (s, 1H85 (s, 3H, H 13 or H 14 ), 3.43 (s, 3H , H 14 or H 13 ), 3.19 (d, AB syst, 2H, H 5' +H 6 ), pp.4-26

C. Hz, 9 (s, 1 J C-F = 271 Hz, C 23 ), 123.6 (d, 3 J C-F = 3

1. Hz, 03 (s, 1H (m, 1H, H 5 ), 3.83 (s, 3H, H 13 or H 14 ), 3.53 (s, 3H, H 14 or H 13, J =, vol.6, issue.2, pp.4-24

J. =. Hz, 91 (ddd, J = 8.6 Hz, J = 6.1 Hz and J = 3.2 Hz, 1H, pp.0-81

J. Hz, 13 C NMR (100 MHz, CDCl 3 ) ? 176.0 (s, C 4 ), 157.2 (s, C 17, pp.130-137

. Mhz, 9 (s, C 19 ), 133.7 (d, C 18 ), 131.2 (s, C 12, pp.9285-63

H. Nmr, CDCl 3 ) ? 6.74 (s, 1H56 (s, 1H, H 8 ), 4.14?4.09 (m, 1H, H 5 ), 3.90 (s, 3H, H 13 or H 14 ), 3.85 (s, 3H, H 14 or H 13, pp.10-12

C. Nmr, 4 (s, C 12 ), 125.7 (s, C 7 )

C. Nmr, 7 (s, C 10 ), 130.6 (s, C 12

2. Hz, 22 (tt, J = 6.1 Hz and J = 1.5 Hz, 1H, pp.13-20

1. Hz and 1. , 47 (dd, J = 13.4 Hz and J = 10.6 Hz, 1H, H 15, p.87100

1. Hz, (ddd, apparent q, J = 4.4 Hz, 1H, H 1' ); 13 C NMR (100 MHz, p.79

1. Hz, 74 (s, 1H, pp.74-80

3. Hz, 10 (dd, J = 12, Hz, J = 5.4 Hz and J = 4.4 Hz, 1H, H 13 ), pp.8075-8076

1. Hz, 85 (ddd, apparent q, J = 4.3 Hz, 1H, H 1' ); 13 C NMR (100 MHz

J. Hz and J. =. Td, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -DMSO) ? 173.8 (s, C 4 ), 137.1 (s, C 13 or C 1701 (s, C 17 or C 13 ), Hz, 1H, H 6 ), 2.44 (ddd, J = 15.2 Hz, J = 11.3 Hz and J = 6.0 Hz, 1H Hz and J = 4.3 Hz, 1H, H 1 ), ?0.09 (ddd, apparent br q, J = 4.2 Hz HRMS calcd for C 22 H 20 N 2 ONa (M+Na + ): 351.14678. Found, pp.20-21, 2018.

5. and H. Ar, CDCl 3 ) ? 8.48 (br s, 1H, Mp = 202 °C; IR 3253 H NMR (400 MHz, pp.640-164, 1017.

1. Hz and J. , 29 (d, AB syst, J = 13.8 Hz, 1H, H 16, p.89

J. Hz, 70 (ddd, J = 15.9 Hz, J = 11.4 Hz and J = 6.5 Hz, 1H54 (ddd, apparent dd, J = 16.0 Hz and J = 4.3 Hz, 1H, p.10

1. Hz, 2. Bn, and +. , 2 (s, C 7 or C 8 or C 13 or C 17 ), 136.1 (s, C 8 or C 13 or C 17 or C 7 ), 132.0 (s, C 13 or C 17 or C 7 or C 8 )1 (d, 2C, C 19 ), 126.7 (d, C 20 ), 124.4 (s, C 17 or C 7 or C 8 or C 13 ) ); EI?MS m/z (relative intensity, C NMR (100 MHz HRMS calcd for C 22 H 20 N 2 ONa (M+Na + ): 351.14678. Found, pp.238-144, 2002.

1. Hz, m, 1H, H 1 ), 1.03?1.00 (m, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -DMSO) ? 177.4 (s, C 4 ), 136.8 (s, C 13, pp.17-18

1. Hz, 01 (d, J = 2.5 Hz, 1H, p.1

J. =. Hz, 10 (ddd, J = 4.6 Hz, J = 4.3 Hz and J = 3.3 Hz, 1H, H 1' ); 13 C NMR (100 MHz, D 6 -DMSO) ? 174.4 (s, C 4 ), pp.0-77, 2014.

J. Hz, 84 (s, 3H, H 13 or H 14 ), 3.79 (s, 3H, H 14 or H 13 ), 3.56 (d, AB syst, pp.1-01

1. Hz, 70 (ddd, J = 13.2 Hz, J = 12.7 Hz and J = 4.6 Hz, 1H, p.3471

1. Hz, ddd, apparent td, J = 8.2 Hz and J = 4.8 Hz, 1H, H 1 ), 0.55 (ddd, apparent td, J = 4.6 Hz and J = 3.2 Hz, 1H, H 1' ); 13 C NMR (100 MHz, CDCl 3 ) ? 177.7 (s, C 4 ), 159.4 (s, C 9 or C 11, pp.137-142

C. Nmr, CDCl 3 ) ? 173.9 (s, C 4 ), 159.2 (s, C 9 or C 11, MHz, vol.157, issue.1367