Reactions of norbornen-7-one with Grignard reagents

Abstract

The relative importance of addition and reduction, as well as the syn:anti selectivity of those processes, were determined for the reactions of five Grignard reagents with norbornen-7-one. Reduction is important or dominant in the reactions of Grignard reagents having β-hydrogen and there is a strong preference for the hydride transfer to occur from the syn face of the carbonyl group. Addition shows the analogous stereochemical preference with higher selectivity than reduction.