有机催化对映选择性直接烷基化间苯三酚衍生物：(+)-黄曲霉毒素 B 的不对称全合成。

Organocatalytic enantioselective direct alkylation of phloroglucinol derivatives: asymmetric total synthesis of (+)-aflatoxin B.

机构信息

School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorus, Chemistry & Chemical Biology (Ministry of Education), Beijing Frontier Research, Center for biological Structure, Tsinghua University, Beijing 100084, China.

出版信息

Chem Commun (Camb). 2019 Apr 25;55(35):5171-5174. doi: 10.1039/c9cc01833f.

DOI:10.1039/c9cc01833f

PMID:30984932

Abstract

The organocatalytic enantioselective Friedel-Crafts alkylation of phloroglucinol derivatives with enals is reported, providing general access to the benzylic chiral centers shown in a variety of phloroglucinol natural products. The synthetic utility is demonstrated by the very concise asymmetric total synthesis of aflatoxins B2.

摘要

报告了间苯三酚衍生物与烯醛的有机催化对映选择性傅克烷基化反应，为各种间苯三酚天然产物中所示的苄基手性中心提供了通用的合成途径。通过阿霉素 B2 的非常简洁的不对称全合成，展示了其合成实用性。