A Concise and Unified Strategy for Synthesis of the C1-C18 Macrolactone Fragments of FD-891, FD-892 and Their Analogues: Formal Total Synthesis of FD-891

作者:Kanoh Naoki*; Kawamata Ayano; Itagaki Tomohiro; Miyazaki Yuta; Yahata Kenzo; Kwon Eunsang; Iwabuchi Yoshiharu
来源:Organic Letters, 2014, 16(19): 5216-5219.
DOI:10.1021/ol502633j

摘要

A concise and unified strategy for the synthesis of C1-C18 macrolactone fragments of FD-891 and FD-892 as well as their analogues is reported. The strategy includes a stereoselective vinylogous Mukaiyama aldol reaction (VMAR) using chiral silyl ketene N,O-acetal to construct C6-C7 stereocenters, an E-selective ring closing metathesis to construct a C12-C13 olefin, and stereodivergent construction of a C8-C9 epoxide.

  • 出版日期2014-10-3