Chiral synthesis via organoboranes. 3. Conversion of boronic esters of essentially 100% optical purity to aldehydes, acids, and homologated alcohols of very high …
HC Brown, T Imai, MC Desai…
文献索引：Brown,H.C.; Imai,T.; Desai,M.C. Journal of the American Chemical Society, 1985 , vol. 107, p. 4980
Abstract: 2-Alkyl-1, 3, 2-dioxaborinanes, R* B02 (CH2),, of essentially 100% optical purity can be prepared by the asymmetric hydroboration of readily available prochiral olefins with subsequent removal of the chiral auxiliary. Homologation of 2-alkyl-l, 3, 2-dioxaborinanes to a-methoxyalkyl derivatives, R* CH (OMe) B02 (CH2) 3, of essentially 100% ee is achieved by reaction with LiCH (OMe) SPh, followed by treatment with HgCI2. The intermediates, R* ...
