Scope of the Intramolecular Titanocene-Catalyzed Pauson-Khand Type Reaction

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• 作者：Frederick A. Hicks ; Natasha M. Kablaoui ; and Stephen L. Buchwald
• 刊名：Journal of the American Chemical Society
• 出版年：1999
• 出版时间：June 30, 1999
• 年：1999
• 卷：121
• 期：25
• 页码：5881 - 5898
• 全文大小：244K
• 年卷期：v.121,no.25(June 30, 1999)
• ISSN：1520-5126

文摘

A Pauson-Khand type conversion of enynes to bicyclic cyclopentenones employing the commerciallyavailable precatalyst titanocene dicarbonyl is described. This methodology shows excellent functional grouptolerance for a group 4 metallocene-catalyzed process. The scope and limitations of this cyclization with respectto 1,6-, 1,7- and 1,8-enynes with a variety of terminal alkyne substituents, chiral enynes, and enynes containingsubstituted olefins are described in detail. A mechanism involving carbonylation of an intermediatetitanacyclopentene has been proposed.