THE OXA-DI-PI-METHANE REARRANGEMENT OF BETA,GAMMA-UNSATURATED ALDEHYDES

被引：7

作者：

ARMESTO, D

ORTIZ, MJ

ROMANO, S

机构：

[1] Departamento de Quimica Organica I, Facultad de Ciencias Quimicas, Universidad Complutense

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 06期

关键词：

D O I：

10.1016/0040-4039(94)02402-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

As far as we are aware, there are only two examples of oxa-di-pi-methane (ODPM) rearrangement with beta,gamma-unsaturated aldehydes. However, we have discovered four other cases of this reaction, taking place with 1-methyl-3-phenyl-2-cyclohexene-1-carbaldehyde, 1-methyl-3-phenyl-2-cyclopentene-1-carbaldehyde, 2,2-dimethyl-4-phenyl-3-butenal and 2,2-dimethyl-4,4-diphenyl-3-butenal. All of these undergo very efficient ODMP rearrangement affording the corresponding cyclopropyl derivatives in high yield.

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页码：965 / 968

页数：4

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