（-）-顺式麦角酸的对映选择性合成。

Enantioselective synthesis of (-)-cis-clavicipitic acid.

作者信息

Ku Jin-Mo, Jeong Byeong-Seon, 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. 2007 Oct 12;72(21):8115-8. doi: 10.1021/jo071162h. Epub 2007 Sep 18.

DOI:10.1021/jo071162h

PMID:17877402

Abstract

An enantioselective synthetic method for (-)-cis-clavicipitic acid (1) was reported. 1 was obtained in 10 steps (99% ee and 20% overall yield) from 1H-indole-3-carboxylic acid methyl ester (9) via asymmetric phase-transfer catalytic alkylation and diastereoselective Pd(II)-catalyzed intramolecular aminocyclization as key steps.

摘要

报道了一种用于制备(-)-顺式棒曲霉素(1)的对映选择性合成方法。以1H-吲哚-3-羧酸甲酯(9)为原料，经不对称相转移催化烷基化和非对映选择性钯(II)催化的分子内氨基环化反应为关键步骤，通过10步反应得到了1(对映体过量率为99%，总收率为20%)。