通过不对称相转移催化烷基化全合成（+）-古豆碱。

Total synthesis of (+)-hygrine via asymmetric phase-transfer catalytic alkylation.

作者信息

Lee Jeong-Hee, Jeong Byeong-Seon, Ku Jin-Mo, Jew Sang-sup, Park Hyeung-geun

机构信息

Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University, Seoul 151-742, Korea.

出版信息

J Org Chem. 2006 Aug 18;71(17):6690-2. doi: 10.1021/jo061108l.

DOI:10.1021/jo061108l

PMID:16901174

Abstract

The first enantioselective synthesis of (+)-hygrine (1) is reported. 1 was obtained in 12 steps with 29% overall yield and 97% ee via asymmetric phase-transfer catalytic alkylation and ring-closing metathesis as key steps. The absolute configuration of (+)-hygrine could be directly confirmed as R.

摘要

报道了(+)-古豆碱(1)的首次对映选择性合成。以不对称相转移催化烷基化和关环复分解为关键步骤，经12步反应得到1，总收率为29%，对映体过量值为97%。(+)-古豆碱的绝对构型可直接确认为R。