A general synthetic route to differentially functionalized angularly and linearly fused [6-7-5] ring systems: A Rh(I)-catalyzed cyclocarbonylation reaction

被引：32

作者：

Brummond, Kay A. ^{[1
]}

Chen, Daitao ^{[1
]}

Davis, Matthew A. ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 13期

关键词：

D O I：

10.1021/jo8007258

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

引用

页码：5064 / 5068

页数：5

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