UNPRECEDENTED FORMATION OF SPIROBICYCLO[3.1.0]HEXANES THROUGH TANDEM ACETYLENE-ADDITION - MICHAEL CYCLIZATION

被引：3

作者：

BROESS, AIA ^{[1
]}

GROEN, MB ^{[1
]}

HAMERSMA, H ^{[1
]}

机构：

[1] ORGANON INT BV,SCI DEV GRP,5340 BH OSS,NETHERLANDS

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(00)76546-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 4-pentynyltriphenylphosphonium bromide 2 with oestrone methyl ether in the presence of potassium tert-butylate produced a spirobicyclo[3.1.0]hexane rather than the anticipated Wittig product. The reaction appears to be general for pinacolone-type ketones, as was demonstrated by several examples. A mechanism for this anomalous reaction is proposed.

引用

页码：335 / 338

页数：4

共 10 条

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