References
- Fenwick , G. R. , Heaney , R. K. and Mullin , W. J. 1983 . CRC Critical Rev. in Food Sci. and Nutrition , 18 : 123
- Blanc-Muesser , M. , Driguez , H. , Joseph , B. , Viaud , M. C. and Rollin , P. 1990 . Tetrahedron Lett. , 31 : 3867
- Joseph , B. and Rollin , P. unpublished results
- Driguez , H. and Henrissat , B. 1981 . Tetrahedron Lett. , 22 : 5061
- Korytnyk , W. , Valentekovic-Horvath , S. and Dodson-Simmons , O. 1982 . Carbohydr. Res. , 108 : 293
- Selected data for 3: mp 128°C (from MeOH), [α]D +11° (c 1.0, CHC13), 1H-NMR (CDCl3): δ (ppm) 1.91 (d, JSH,1 10.7 Hz, SH), 2.00, 2.02, 2.08 (3s, 12H, OAc), 3.31 (m, 1H, H-5), 4.12 (dd, 1H, J5,6b 3.1 Hz, H-6b), 4.23 (dd, 1H, J5 6a 5.5 Hz, J6a,6b 12.2 Hz, H-6a), 3.82 (ft, 1H, J12 10.3 Hz, H-1), 5.02 (ft, 1H, J3 4 9.9 Hz, H-3), 5.09 (ft, 1H, J2.3 9.9 Hz, H-2), 5.28 (ft, 1H, J4.5 9.9 Hz, H-4). 13C-NMR (CDC13): δ (ppm) 41.0 (C-1), 45.2 (C-2), 60.9 (C-6), 71.7 (C-3), 74.1 (C-2), 76.5 (C-4). MS(CI, NH3): m/z = 398 (M + NH4)+
- Stanek , J. , Sindlerova , M. and Cerny , M. 1965 . Coll. Czech. Chem. Comm. , 30 : 297
- Viaud , M. C. and Rollin , P. 1990 . Tetrahedron Lett. , 31 : 1417 and references cited
- All new compounds were characterized by optical rotation, 300 MHz 1H-NMR and high resolution mass spectrometry
- Selected data for 4d: amorphous solid, [α]D -3° (c 1.0, CHC13), 1H-NMR (D2O): δ (ppm) 2.37 (m, 1H, H-5), 2.97 (ft, 1H, J3,4 9.1 Hz, H-3), 3.42 (ft, 1H, J4,5 9.5 Hz, H-4), 3.50 (ft, 1H, J23 9.5 Hz, H-2), 3.69 (dd, 1H, 5,6b 3.3 Hz, H-6b), 3.75 (dd, 1H, J5,6a 5.1 Hz, J6a,6b 12.1 Hz, H-6a), 4.20 (d, 1H, J1,2 10.4 Hz, H-1), 4.25 and 4.45 (2d, 2H, Jgem 16.1 Hz, H-8b and H-8a), 7.24 (ft, 1H, J5i,6i 7.1 Hz, H-5i), 7.31 (ft, 1H, H-6i), 7.41 (s, 1H, H-2i), 7.57 (d, 1H, J7i,6i 7.9 Hz, H-7i), 7.81 (d, 1H, J4i,5i 7.9 Hz, H-4i). Hi refers throughout to the indole moiety