通过跨环氧-Michael 反应高效构建含二氢吡喃的大环内酯：（+）-aspergillide C 的全合成。

Efficient access to a dihydropyran-containing macrolide via a transannular oxy-Michael reaction: total synthesis of (+)-aspergillide C.

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.

出版信息

Chem Commun (Camb). 2011 Jul 14;47(26):7440-2. doi: 10.1039/c1cc12114f. Epub 2011 May 31.

Abstract

The second-generation enantioselective total synthesis of aspergillide C, a new type of 14-membered macrolide isolated from a marine-derived fungus, has been accomplished in a longest linear sequence of 15 steps from a chiral building block in 19% overall yield employing the 6-exo-trig transannular oxy-Michael reaction as the key step.

摘要

第二代对映选择性全合成 Aspergillide C，一种从海洋来源真菌中分离出的新型 14 元大环内酯，采用 6-exo-trig 反式环氧化氧迈克尔加成反应作为关键步骤，从手性砌块以 19%的总收率经过 15 步最长线性序列完成。