Functionalized eight-membered lactams via [3,3] sigmatropic rearrangement of 2-azetidinone-tethered 1,5-dienes

被引：14

作者：

Alcaide, B ^{[1
]}

Rodríguez-Ranera, C ^{[1
]}

Rodríguez-Vicente, A ^{[1
]}

机构：

[1] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(01)00391-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The thermally induced [3,3] sigmatropic (Cope) rearrangement of cis-beta -lactams 1 having alkenyl groups at both the C3 and C4 positions to yield new functionalized eight-membered lactams (tetrahydroazocinones) 2, in racemic as well as optically pure forms. is reported. This process involves a novel, concerted C3 C4 bond breakage of the beta -lactam nucleus helped by ring strain. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3081 / 3083

页数：3

共 26 条

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