Unusual [8+2] annelation in the reactions of allenic ester/ketone-derived 1,3-dipoles with tropone

被引：110

作者：

Kumar, K ^{[1
]}

Kapur, A ^{[1
]}

Ishar, MPS ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, Dept Pharmaceut Sci, Amritsar 143005, Punjab, India

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 06期

关键词：

D O I：

10.1021/ol000007l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

All-carbon 1,3-dipoles derived from allenic esters/ketones, by catalytic interaction with triphenylphosphine, undergo an unusual [8 + 2] annelation with tropone, leading to 8-oxa-9-(ethoxycarbonyl/acylalkylidene)bicyclo[5.3.0]deca-1,3,5-trienes. Dipoles derived from allenic ketones as well as an alpha-methyl-substituted allenic ester display high reactivity and selectivity.

引用

页码：787 / 789

页数：3

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