Catalytic ring closing metathesis of dienynes: Construction of fused bicyclic [nm0] rings

被引：175

作者：

Kim, SH ^{[1
]}

Zuercher, WJ ^{[1
]}

Bowden, NB ^{[1
]}

Grubbs, RH ^{[1
]}

机构：

[1] CALTECH,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,DIV CHEM & CHEM ENGN,PASADENA,CA 91125

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 03期

关键词：

D O I：

10.1021/jo951648a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.

引用

页码：1073 / 1081

页数：9

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