T. Iida, M. Funabashi, J. Yoshimura
Oct 1, 1973
Citations
0
Influential Citations
16
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Addition of vinylmagnesium bromide to 3-O-acetyl (1) and 3-O-benzyl (3) derivatives of 5,6-dideoxy-1,2-O-isopropylidene-6-C-nitro-α-D-xylo-hex-5-enofuranose gave the corresponding 5-deoxy-5-C-vinyl derivatives of L-ido-type, of which the configurations were proved by intramolecular cyclization into the corresponding nitrocyclitojs. Conformations of 1 and 3 and that of the transition state in the addition reaction were discussed on the basis of their NMR parameters.