Enantio- and diastereoselective synthesis of 2,5-disubstituted pyrrolidines through a multicomponent Ugi reaction and their transformation into bicyclic scaffolds

被引：40

作者：

Banfi, L ^{[1
]}

Basso, A ^{[1
]}

Guanti, G ^{[1
]}

Riva, R ^{[1
]}

机构：

[1] Dipartimento Chim & Chim Ind, I-16146 Genoa, Italy

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 35期

关键词：

multicomponent Ugi reaction; pyrrolines; reverse turn; inducer;

D O I：

10.1016/j.tetlet.2004.07.015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new enantio- and diastereoselective synthesis of 2,5-disubstituted pyrrolidines through a multicomponent approach has been developed, using highly reactive pyrrolines 4 as preformed cyclic imines. The pyrrolidines obtained using protected aspartic acid as acid component in the Ugi condensation have been transformed into two epimeric bicyclic lactones 18, 19, which may find an application as external reverse turn inducers. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：6637 / 6640

页数：4

共 23 条

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[12] SYNTHESIS OF PROTECTED NONPROTEINURIC ALPHA-AMINO-ACIDS AND OLIGOPEPTIDES FROM 2H-1,3-OXAZINES AND 2H-1,3-BENZOXAZINES VIA UGI REACTION [J].