Stereoselectivity of macrocyclic ring-closing olefin metathesis

被引：173

作者：

Lee, CW ^{[1
]}

Grubbs, RH ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Lab Chem Synth, Pasadena, CA 91125 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 14期

关键词：

D O I：

10.1021/ol006059s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Macrocyclic ring closing olefin metathesis using ruthenium catalyst 3 was performed to produce a 14-membered lactone. The E/Z ratio of lactone was high regardless of the R group (auxiliary) or the initial alkene stereochemistry. A kinetic study demonstrates that the high E/Z ratio is due to secondary metathesis reactions that isomerize the product to the thermodynamic E/Z ratio.

引用

页码：2145 / 2147

页数：3

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