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Cascade approach toward the core structure of neosarpagine.

作者信息

Liao Xuebin, Huang Shengming, Zhou Hao, Parrish Damon, Cook James M

机构信息

Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, 3210 North Cramer Street, Milwaukee, Wisconsin 53211, USA.

出版信息

Org Lett. 2007 Apr 12;9(8):1469-71. doi: 10.1021/ol070148o. Epub 2007 Mar 15.

Abstract

[reaction: see text] A palladium-catalyzed domino sequence was developed to rapidly construct the core structure of neosarpagine and other quinuclidine-related alkaloids. The cyclization of ketone 11 to ethylidene 4 with Pd(dba)2, DPEphos, LiHMDS, and ZnCl2 in THF represents a new domino process wherein a nonstabilized enolate served as a nucleophile.

摘要

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