由交叉共轭的α-烷氧羰基环己烯酮体系促进的多烯环化反应。在路易斯酸催化下发生的不寻常的1,2-氢迁移。

Polyene cyclization promoted by the cross-conjugated alpha-carbalkoxy cyclohexenone system. An unusual 1,2-hydride shift under Lewis acid catalysis.

作者信息

Hsieh Min-Tsang, Chou Ho-Hsuan, Liu Hsing-Jang, Wu Huang-Min, Ly Tai Wei, Wu Yen-Ku

机构信息

Division of Biotechnology and Pharmaceutical Research, National Health Research Institutes, Miaoli County 350, Taiwan, ROC.

出版信息

Org Lett. 2009 Apr 16;11(8):1673-5. doi: 10.1021/ol802878t.

DOI:10.1021/ol802878t

PMID:19354316

Abstract

Polyene cyclization of the titled compounds under catalysis with AlCl(3)/SnCl(4) gave rise to the corresponding polycyclic products, many of which were structurally highly unexpected, and thus, individual X-ray analysis was required to finalize the structural identification. Mechanistically, an unusual 1,2-hydride shift is proposed to elucidate the product formation.

摘要

在AlCl₃/SnCl₄催化下，标题化合物的多烯环化反应生成了相应的多环产物，其中许多产物的结构在很大程度上出乎意料，因此，需要进行单独的X射线分析来最终确定结构鉴定。从机理上讲，提出了一种不寻常的1,2-氢迁移来解释产物的形成。