非核苷逆转录酶抑制剂牛海绵肽A核心单元的对映选择性合成。

An enantioselective synthesis of the core unit of the non-nucleoside reverse transcriptase inhibitor taurospongin A.

作者信息

Ghosh Arun K, Lei Hui

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA.

出版信息

Tetrahedron Asymmetry. 2003 Mar 7;14(5):629-634. doi: 10.1016/S0957-4166(03)00040-5. Epub 2003 Feb 18.

DOI:10.1016/S0957-4166(03)00040-5

PMID:30393445

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6211187/

Abstract

An enantioselective formal synthesis of taurospongin A has been achieved. The key steps involve chelation-controlled reductions of β-ketosulfoxide and β-hydroxy ketone intermediates and Sharpless asymmetric epoxidation to construct the tertiary alcohol stereoselectively.

摘要

已实现了对牛海绵素A的对映选择性形式合成。关键步骤包括β-酮亚砜和β-羟基酮中间体的螯合控制还原以及Sharpless不对称环氧化，以立体选择性地构建叔醇。