An enantioselective synthesis of isoquinuclidines from 3-substituted chiral pyridinium salts

被引：22

作者：

dos Santos, DC

Gil, RPD

Gil, L

Marazano, C

机构：

[1] UFMG, ICEx, Dept Quim, Belo Horizonte, MG, Brazil

[2] UFOP, ICEB, Dept Quim, Ouro Preto, MG, Brazil

[3] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(01)01194-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new enantioselective approach to chiral isoquinuclidines, such as 15, 18 and 21, is reported. The key step of these syntheses is a cycloaddition between chiral dihydropyridines 14 or 20, now readily available from tetrahydropyridinium salts 6 or 11, and achiral dienophiles. The reaction proceeds with a very good endo-selectivity and moderate d.e. (C) 2001 Published by Elsevier Science Ltd.

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页码：6109 / 6111

页数：3

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