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Studies towards the Total Synthesis of (–)-Caulerpenynol, a Toxic Sesquiterpenoid of the Green Seaweed Caulerpa taxifolia

✍ Scribed by Laurent Commeiras; Jérôme Thibonnet; Jean-Luc Parrain

Book ID
102177661
Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
283 KB
Volume
2009
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The first diastereoselective synthesis of the antimicrobial and cytotoxic agent (–)‐caulerpenynol (2) was achieved in relatively few steps from commercially available (S)‐malic acid. Highlights of this synthesis include the nonracemization of the sensitive α‐hydroxy ketone moiety and the proper choice of the protecting groups for critical last deprotection step. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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