Au(I)-catalyzed cyclization of enynes bearing an olefinic cycle.

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Abstract

Gold(I)-catalyzed cyclization of enynes containing an olefinic cycle has been studied. The introduction of an olefinic ring instead of a terminal alkene in enynes dramatically increased the yield of the reaction. Enynes having an olefinic cycle were prepared by a rhodium-catalyzed intermolecular [4 + 2] cycloaddition of diynes with butadiene. Consecutive rhodium-catalyzed Diels-Alder/gold(I)-catalyzed cycloisomerization reactions were integrated in a one-pot reaction.

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Journal

Journal ID (iso-abbrev): J Org Chem

Title: The Journal of organic chemistry

Publisher: American Chemical Society (ACS)

ISSN: 0022-3263

ISSN (Print): 0022-3263

Publication date (Electronic): Dec 08 2006

Volume: 71

Issue: 25

Affiliations

[1 ] Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea.

Article

DOI: 10.1021/jo061254r

PubMed ID: 17137363

SO-VID: 1df5e5c0-bc3a-46da-a68d-a2739154b190

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