发展分子内 Prins 环化/Schmidt 反应构建氮杂螺[4.4]壬烷：在（±）-石蒜碱的形式合成中的应用。

Development of the intramolecular Prins cyclization/Schmidt reaction for the construction of the azaspiro[4,4]nonane: application to the formal synthesis of (±)-stemonamine.

机构信息

State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

出版信息

Org Lett. 2011 Feb 18;13(4):724-7. doi: 10.1021/ol102955e. Epub 2011 Jan 13.

DOI:10.1021/ol102955e

PMID:21229997

Abstract

A TiCl(4)-promoted tandem intramolecular Prins cyclization/Schmidt reaction has been designed and developed to be an efficient method for the construction of the azaspiro[4,4]nonane. The present tandem protocol has been employed to construct the tricyclic azaquaternary skeleton (ring A, B, and C) of stemonamine.

摘要

TiCl(4)-促进的串联分子内 Prins 环化/Schmidt 反应已被设计和开发，成为构建氮杂螺[4.4]壬烷的有效方法。本串联方案已用于构建石蒜碱的三环氮杂季铵骨架（环 A、B 和 C）。