Aza-annulation of β-enaminolactones: application to the synthesis of enantiopure difunctionalized bicyclic lactams

被引：7

作者：

Alladourn, Jeanne ^{[1
]}

Toum, Valerie ^{[1
]}

Hebbe, Severine ^{[1
]}

Kadouri-Puchot, Catherine ^{[1
]}

Dechoux, Luc ^{[1
]}

机构：

[1] Univ Paris 06, Inst Chim Mol, Chim Organ Lab, FR 2769,UMR 7611, F-75005 Paris, France

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 06期

关键词：

beta-Enaminoesters; Aza-annulation; Bicyclic lactams; Intramolecular Michael addition; ENANTIOSELECTIVE SYNTHESIS; ACRYLATE DERIVATIVES; ENAMINE CHEMISTRY; FORMAL SYNTHESIS; ACID CHLORIDES; ALKALOIDS; ANALOGS; CIS;

D O I：

10.1016/j.tetlet.2008.11.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diastereoselective aza-annulation of seven-membered beta-enaminolactones 2 gives access to bicyclic heterocyles 5. Fragmentation of molecule Sa with lithium methoxide affords cis or trans bicyclic lactams 8 with excellent stereoselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：617 / 619

页数：3

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