Stereoselective synthesis of 1,2-amino alcohols by asymmetric borane reduction of α-oxoketoxime ethers
作者:Moriyasu Masui、Takayuki Shioiri
DOI:10.1016/s0040-4039(98)01019-3
日期:1998.7
Asymmetricreduction of α-oxoketoxime ethers with the reagents prepared in situ from trimethyl borate and chiral amino alcohols derived from either L-proline or α-pinene was investigated. Both cyclic and acyclic α-oxoketoxime ethers were reduced to afford the corresponding chiral 1,2-amino alcohols with high enantioselectivities.
acetonyl acetate is a useful basic skeleton for the synthesis of cyclopropyl ketones. The intermolecular cyclopropanations of diazo acetoxy acetone with olefins are accomplished by using a novel p‐nitro‐Ru(II)‐diphenyl‐Pheox catalyst to give the corresponding optically active cyclopropane derivatives in good yields (up to 95%) with excellent diastereoselectivities (up to 99:1) and enantioselectivities (up