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通过对映选择性分子内烯烃碳胺化反应全合成(S)-(+)-娃儿藤碱

Total synthesis of (S)-(+)-tylophorine via enantioselective intramolecular alkene carboamination.

作者信息

Zeng Wei, Chemler Sherry R

机构信息

Department of Chemistry, The University at Buffalo, The State University of New York, Buffalo, New York 14260, USA.

出版信息

J Org Chem. 2008 Aug 1;73(15):6045-7. doi: 10.1021/jo801024h. Epub 2008 Jun 28.

DOI:10.1021/jo801024h
PMID:18588345
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2638068/
Abstract

The enantioselective synthesis of (S)-(+)-tylophorine, a potent cancer cell growth inhibitor, has been accomplished in eight steps from commercially available 3,4-dimethoxybenzyl alcohol. A copper (II)-catalyzed enantioselective intramolecular alkene carboamination was employed as the key step to construct the chiral indolizidine ring.

摘要

强效癌细胞生长抑制剂（S）-（+）- tylophorine已从市售的3,4-二甲氧基苄醇经八步反应实现对映选择性合成。采用铜（II）催化的对映选择性分子内烯烃碳胺化反应作为构建手性中氮茚环的关键步骤。

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