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

L Commeiras, J Thibonnet…

Index: Commeiras, Laurent; Thibonnet, Jerome; Parrain, Jean-Luc European Journal of Organic Chemistry, 2009 , # 18 p. 2987 - 2997

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Citation Number: 6

Abstract

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)