Enhancement of enantioselectivity by THF in asymmetric Mo-catalyzed olefin metathesis. catalytic enantioselective synthesis of cyclic tertiary ethers and spirocycles

被引：73

作者：

Teng, X

Cefalo, DR

Schrock, RR

Hoveyda, AH ^{[1
]}

机构：

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

[2] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 36期

关键词：

D O I：

10.1021/ja020671s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Mo-catalyzed enantioselective rearrangement of achiral cyclopentenyl tertiary ethers to chiral cyclohexenyl tertiary ethers are reported. These olefin metathesis transformations proceed efficiently and with high levels of enantioselectivity, A noteworthy feature of these reactions is that added tetrahydrofuran exerts a remarkably positive influence on the enantioselectivity of the metathesis-based rearrangement. The first examples of catalytic asymmetric synthesis of spirocyclic structures by enantioselective olefin metathesis are also disclosed.

引用

页码：10779 / 10784

页数：6

共 44 条

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[2]

2-G

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