Preparation of alkenyl cyclopropanes through a ruthenium-catalyzed tandem enyne metathesis-cyclopropanation sequence

被引：83

作者：

Kim, BG ^{[1
]}

Snapper, ML ^{[1
]}

机构：

[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 01期

关键词：

D O I：

10.1021/ja055993l

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Acyclic enynes undergo a tandem enyne metathesis/cyclopropanation sequence in the presence of Grubbs' 1st generation metathesis catalyst and diazo compounds. In practice, the acyclic substrates in the presence of the ruthenium alkylidene first undergo a ring-closing enyne metathesis to generate cyclic 1,3-dienes; then upon addition of a diazo compound, these products are cyclopropanated selectively at the more accessible olefin. Overall, the reaction sequence converts acyclic enynes into vinyl cyclopropanes in single operation through two unique ruthenium-catalyzed transformations. Copyright © 2006 American Chemical Society.

引用

页码：52 / 53

页数：2

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