通过对映选择性催化相转移烷基化首次不对称全合成（-）-安托非宁。

First asymmetric total synthesis of (-)-antofine by using an enantioselective catalytic phase transfer alkylation.

作者信息

Kim Sanghee, Lee Jaekwang, Lee Taeho, Park Hyeung-geun, Kim Deukjoon

机构信息

College of Pharmacy, Seoul National University, San 56-1, Shilim, Kwanak, Seoul 151-742, Korea.

出版信息

Org Lett. 2003 Jul 24;5(15):2703-6. doi: 10.1021/ol0349007.

DOI:10.1021/ol0349007

PMID:12868894

Abstract

[structure: see text] The first asymmetric total synthesis of a potential antitumor phenanthroindolizidine alkaloid, (-)-antofine, is described. An important feature of this synthesis is the creation of a stereogenic center by using enantioselective catalytic phase transfer alkylation, affording an unnatural alpha-amino acid derivative, together with a ring closing metathesis for pyrrolidine ring construction.

摘要

[结构：见正文] 本文描述了潜在抗肿瘤菲并吲哚里西啶生物碱（-）-安托芬的首次不对称全合成。该合成的一个重要特征是通过对映选择性催化相转移烷基化构建一个手性中心，得到一个非天然α-氨基酸衍生物，同时通过关环复分解反应构建吡咯烷环。