利用手性N—苄基—2—羟基蒎烷—3—酮亚胺合成光学活性α—取代苄胺

Asymmetric Synthesis of Chiral α-Substituted Benzylamines via Pinanone Ketimine

本文以2-羟基蒎烷-3-酮(2)为手性助剂,与苄胺缩合得到的酮亚胺为中间体,经去质子化、不对称烷基化、转胺反应得到光学活性α-取代苄胺(5),光学纯度为93.9—99.9％;同时2可以肟的形式回收。

An asymmetric alkylation of benzylamine was realized by using 2-hydroxypinan-3-one as a chiral auxiliary to form a chiral ketimine and followed by alkylation and removal of the auxiliary. The optical purity of α-substituted benzylamine thus obtained ranged from 93.9 to 99.9%. The chiral auxiliary 2-hydroxypinan-3-one was recovered as its oxime.