光学活性α-取代(2-吡啶基)甲胺的对映选择性合成  

Enantioselective Syntheses of Optically Active α-Substituted-(2-pyridyl) methylamines

作　　者：宓爱巧[1] 肖勋[1] 吴兰均[1] 蒋耀忠[1] 

机构地区：[1]中国科学院成都有机化学研究所,成都610015

出　　处：《化学学报》1992年第8期817-821,共5页Acta Chimica Sinica

基　　金：国家自然科学基金资助的课题

摘　　要：以2-羟基蒎烷-3酮(2)为手性助剂,与2-氨甲基吡啶(3)缩合得到中间体酮亚胺4,经去质子化、不对称烷基化、转胺反应得到光学活性α-取代(2-吡啶基)甲胺(1),对映体过量值为89—98%.并提出了过渡态模型,对对映选择性合成反应作了较为合理的解释.Optically active α-substituted(2-pyridyl) methylamines (1) were obtained by using 2-hydroxypinan-3-one as a chiral auxiliary, condensed with 2-aminomethyl pyridine to form a chiral ketimine and followed by asymmetric alkylation with different RX and removal of the auxiliary. The e.e. values of 1 were 89—98%. The transition model was successful in explaining the results.

关 键 词：α-取供 吡啶基 甲胺 立体控制合成 

分 类 号：O629.32[理学—有机化学]