A concise enantioselective synthesis of (R)-selegiline, (S)-benzphetamine and formal synthesis of (R)-sitagliptin via electrophilic azidation of chiral imide enolates
A concise enantioselective synthesis of (R)-selegiline, (S)-benzphetamine and formal synthesis of (R)-sitagliptin via electrophilic azidation of chiral imide enolates
复制标题
DOI：
10.1016/j.tetasy.2014.11.014
复制
发表时间：
2015-01-15
影响因子：
--
通讯作者：
Sudalai, Arumugam
中科院分区：
文献类型：
--
作者：
Dey, Soumen;Sudalai, Arumugam
已经描述了从市售起始材料开始，采用手性酰亚胺烯醇化物的Evans亲电叠氮化作为关键手性诱导步骤，以高度非对映选择性方式（>99%）进行（R）-司来吉兰（抗帕金森病药物）、（S）-苄非他明（抗肥胖剂）和（S）-西他列汀（抗糖尿病药物）的简洁且高产率的对映选择性合成。(C)2014爱思唯尔有限公司版权所有。
A concise and high yielding enantioselective synthesis of (R)-selegiline, an anti-Parkinson's drug, (S)-benzphetamine, an anti-obesity agent, and (S)-sitagliptin, an anti-diabetic drug has been described starting from commercially available starting materials employing Evans' electrophilic azidation of chiral imide enolates as a key chiral inducing step, which proceeds in a highly diastereoselective manner (>99%). (C) 2014 Elsevier Ltd. All rights reserved.