Issue 4, 2004
From the journal:

Chemical Communications

First total synthesis of murisolin†

Naoyoshi Maezaki,a   Hiroaki Tominaga,a   Naoto Kojima,a   Minori Yanai,a   Daisuke Urabea  and  Tetsuaki Tanaka*a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan
E-mail: t-tanaka@phs.osaka-u.ac.jp
Fax: +81-6-6879-8214
Tel: +81-6-6879-8210

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

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Article information

DOI
https://doi.org/10.1039/B312362F
Article type
Communication
Submitted
06 Oct 2003
Accepted
02 Dec 2003
First published
19 Jan 2004

Chem. Commun., 2004, 406-407

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First total synthesis of murisolin

N. Maezaki, H. Tominaga, N. Kojima, M. Yanai, D. Urabe and T. Tanaka, Chem. Commun., 2004, 406 DOI: 10.1039/B312362F

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