A novel pathway in the photooxygenation of cyclic allenes

被引：14

作者：

Erden, I ^{[1
]}

Song, JG ^{[1
]}

Cao, WG ^{[1
]}

机构：

[1] San Francisco State Univ, Dept Chem & Biochem, San Francisco, CA 94132 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 10期

关键词：

D O I：

10.1021/ol005692a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photooxidation of cyclic allenes gives rise to cyclic 1,2,3-trione hydrates. The formation of these compounds points to a novel photooxidation mechanism involving both singlet and triplet oxygen, Upon placement of a methyl group on the allene, the mechanism shifts to predominantly an "ene" reaction, The corresponding cycloadditions with 4-methyl-1,3,4-triazoline-3,5-dione (MTAD) with cyclic allenes involve 2 equiv of MTAD, The dipolar intermediates are trapped with H2O to give alpha-urazole-substituted 2-cycloalkenones.

引用

页码：1383 / 1385

页数：3

共 34 条

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