Synthesis of [c]-Fused Bicyclic Proline Analogues

被引：10

作者：

Isabel Calaza, M. ^{[1
]}

Sayago, Francisco J. ^{[1
]}

Laborda, Pedro ^{[1
]}

Cativiela, Carlos ^{[1
]}

机构：

[1] Univ Zaragoza, CSIC, ISQCH, Dept Quim Organ, E-50009 Zaragoza, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 08期

关键词：

Amino acids; Nitrogen heterocycles; Proline analogues; Diastereoselectivity; Enantioselectivity; HEPATITIS-C VIRUS; HIGHLY STEREOSELECTIVE-SYNTHESIS; TETRAPEPTIDYL ALPHA-KETOAMIDES; CENTERED GLYCINE RADICALS; PAUSON-KHAND REACTION; X=Y-ZH SYSTEMS; ASYMMETRIC-SYNTHESIS; AMINO-ACID; 1,3-DIPOLAR CYCLOADDITION; DIASTEREOSELECTIVE SYNTHESIS;

D O I：

10.1002/ejoc.201403121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An overview of synthetic methods developed to build [c]-fused bicyclic proline analogues is presented. The focus is on the preparation of azabicycles that bear a carbocyclic ring fused to the [c] face of the pyrrolidine unit. Attention is paid both to procedures that afford the desired compounds in racemic form and to asymmetric strategies. Procedures are organized according to the size of the carbocycle that is fused to the pyrrolidine moiety. Strategies able to provide multigram quantities of enantiopure compounds that have application in the synthesis of marketed drugs are highlighted.

引用

页码：1633 / 1658

页数：26

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