Stereoselective synthesis of a new enantiopure tricyclic β-lactam derivative via a tricarbonyl(η6-arene)chromium(0) complex

被引:18
|
作者
Del Buttero, P
Baldoli, C
Molteni, G
Pilati, T
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Ctr CNR, I-20133 Milan, Italy
[3] CNR, Ctr Studio Relazioni Struttura & Reattivita Chim, I-20133 Milan, Italy
关键词
D O I
10.1016/S0957-4166(00)00137-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The tricyclic beta-lactam 5 has been synthesized both in racemic and enantiopure form starting from the enantiomerically pure tricarbonylchromium(0) complex 1. The synthetic sequence involves the stereoselective [2+2] cycloaddition of 1 with acetoxyacetylketene, followed by intramolecular aromatic nucleophilic substitution of the fluorine atom. Mechanistic pathways leading to 5 are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
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页码:1927 / 1941
页数:15
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