串联环化复分解/异构化反应在紫罗酮全合成中的应用。

Tandem ring-closing metathesis/isomerization reactions for the total synthesis of violacein.

机构信息

Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark.

出版信息

Org Lett. 2013 Apr 19;15(8):1986-9. doi: 10.1021/ol400654r. Epub 2013 Apr 3.

Abstract

A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.

摘要

通过一锅钌亚烷基催化的串联 RCM/异构化/亲核加成序列，合成了一系列 5-取代的 2-吡咯烷酮。RCM/异构化产生的中间体对醛缩合反应中的亲电试剂具有反应性，为白血病天然产物紫罗酮的全合成提供了新的途径。