Palladium-catalyzed tandem cyclization/suzuki coupling reaction of 1,2,7-trienes.

作者信息

Zhu Gangguo, Zhang Zhaoguo

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, and Graduate School of the Chinese Academy of Sciences, Shanghai 200032, China.

出版信息

Org Lett. 2004 Oct 28;6(22):4041-4. doi: 10.1021/ol048301r.

DOI:10.1021/ol048301r

PMID:15496094

Abstract

[reaction: see text] A Pd(0)-catalyzed 1,2,7-triene cyclization/arylation cascade reaction was realized via pi-allylpalladium intermediate formation and a subsequent Suzuki coupling reaction to preferentially give a five-membered ring product with a stereodefined exocyclic double bond. Excellent cis/trans selectivity was achieved (only cis-3 was isolated) with heteroatom-tethered 1,2,7-triene substrates.

摘要