TANDEM GENERATION AND INTRAMOLECULAR TRAPPING OF CHIRAL STABILIZED AZOMETHINE YLIDES WITH ALKYNE DIPOLAROPHILES

被引：31

作者：

HARWOOD, LM

KITCHEN, LC

机构：

[1] Dyson Perrins Laboratory, University of Oxford, Oxford, OX1 3QY, South Parks Road

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 41期

关键词：

D O I：

10.1016/0040-4039(93)88116-Z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Due to the steric contraints imposed upon the bridging chain by the three-carbon linear unit associated with the alkyne, hex-5-ynal condenses with (5R)-phenylmorpholin-2-one (1), and undergoes intramolecular 3+2 dipolar cycloaddition via the syn- azomethine ylid to furnish adduct (2). This is in contrast to the anti-ylid pathway exhibited by the ylid derived from (1) and hept-6-ynal, which furnishes (6); or similar reactions involving alkene dipolarophilic moieties.

引用

页码：6603 / 6606

页数：4

共 9 条

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