Ruthenium-catalyzed cyclic carbonylation of allenyl alcohols.: Selective synthesis of γ- and δ-lactones

被引：117

作者：

Yoneda, E ^{[1
]}

Kaneko, T ^{[1
]}

Zhang, SW ^{[1
]}

Onitsuka, K ^{[1
]}

Takahashi, S ^{[1
]}

机构：

[1] Osaka Univ, Inst Sci & Ind Res, Ibaraki, Osaka 5670047, Japan

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 04期

关键词：

D O I：

10.1021/ol990377d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Ruthenium complex catalyzed carbonylation of allenyl alcohols quantitatively gave cyclic carbonyl compounds, gamma- and delta-lactones, in which the hydroxy group of allenyl alcohols participated in the cyclization, A wide variety of allenyl alcohols, such as mono, di-, and trisubstituted alcohols, can be used in this reaction to produce 3- and 4-substituted gamma-lactones. Similarly, the cyclic carbonylation of 3,4-pentadien-1-ol 10a and 2-methyl-4,5-hexadien-2-ol 11a gave delta-lactones, 5,6-dihydro-3-methyl-2H-pyran-2-one 10b, and 5,6-dihydro-6,6-dimethyl-3-methyl-2H-pyran-2-one 11b, respectively, in a quantitative yield.

引用

页码：441 / 443

页数：3

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