First total synthesis of murisolin

Literature Information

Publication Date 2004-01-19
DOI 10.1039/B312362F
Impact Factor 6.222
Authors

Naoyoshi Maezaki, Hiroaki Tominaga, Naoto Kojima, Minori Yanai, Daisuke Urabe, Tetsuaki Tanaka


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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.

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