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

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 09期

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

页码：1927 / 1941

页数：15

共 20 条

[1]

[Anonymous], ADV METAL ORGANIC CH

[2]

[Anonymous], 1995, Comprehensive Organometallic Chemistry II

[3]

[Anonymous], 1995, Comprehensive Organometallic Chemistry II

[4] Tricarbonyl(eta(6)arene)chromium(0) complexes as chiral auxiliaries: Asymmetric synthesis of beta-aminoesters and beta-lactams by Reformatsky condensation [J].