Synthesis, resolution and absolute configuration of trans 4,5-diphenyl-pyrrolidin-2-one:: a possible chiral auxiliary

被引：16
|
作者：
Escalante, J [1 ]
González-Tototzin, MA [1 ]
机构：
[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62210, Morelos, Mexico
来源：
TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 08期
关键词：
D O I：
10.1016/S0957-4166(03)00097-1
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
beta-Lactam (+/-)-N-benzyl-4-phenyl-azetidin-2-one rac-6a was converted into the gamma-lactam (+/-)-traps-4,5-diphenyl-pyrrolidin-2-one rac-5 which was resolved via the preparation of diastereomers with N-phthalyl-L-alanine chloride or D-alanine chloride and its absolute configuration was determined by X-ray crystallographic analysis. This heterocycle has potential as a chiral gamma-lactam in asymmetric induction due to the steric effects of its phenyl groups. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：981 / 985
页数：5
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