K. Raszplewicz, L. Sikorska, Katarzyna Kiegiel
Feb 18, 2003
Citations
0
Influential Citations
3
Citations
Journal
ChemInform
Abstract
N-Glyoxyloyl-(2R)-bornane-10,2-sultam (3), readily prepared from (2R)-bornane-10,2-sultam (1), was used in the Grignard reaction with methylmagnesium bromide (4a), phenylmagnesium chloride (4b), benzylmagnesium chloride (4c), allylmagnesium chloride (4d), and vinylmagnesium bromide (4e). Reactions of 3 with Grignard reagents 4a-d led to the desired adducts 5 with predominance of the (14S)-diastereoisomer. The reaction of 3 with vinylmagnesium bromide (4e) failed to give the adduct of type 5. Stereochemical models for the reactions studied are proposed.