First total synthesis of murisolin†
Naoyoshi Maezaki,Hiroaki Tominaga,Naoto Kojima,Minori Yanai,Daisuke Urabe,Tetsuaki Tanaka
Chemical Communications Pub Date : 01/19/2004 00:00:00 , DOI:10.1039/B312362F
Abstract

The first and concise total synthesis of murisolin (1) was accomplished using asymmetric alkynylation and Sonogashira coupling as the key steps. The threo/trans/threo-type THF ring moiety was constructed with excellent stereoselectivity by asymmetric alkynylation of 1,6-heptadiyne to α-tetrahydrofuranic aldehyde, which was also prepared via the asymmetric alkynylation.

Graphical abstract: First total synthesis of murisolin