Studies Towards the Total Synthesis of (-)-Caulerpenynol, a Toxic Sesquiterpenoid of the Green Seaweed Caulerpa taxifolia - Aix-Marseille Université Access content directly
Journal Articles European Journal of Organic Chemistry Year : 2009

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

Laurent Commeiras
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Jean-Luc Parrain
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Abstract

The first diastereoselective synthesis of the antimicrobial and cytotoxic agent (−)-caulerpenynol 2 has been achieved in relatively few steps from the commercially available (S)-malic acid. Highlights of this synthesis include the non racemization of sensitive α-hydroxy ketone and the adequate choice of the protecting groups for critical last deprotection step.
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hal-00678946 , version 1 (14-03-2012)

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Laurent Commeiras, Jérôme Thibonnet, Jean-Luc Parrain. Studies Towards the Total Synthesis of (-)-Caulerpenynol, a Toxic Sesquiterpenoid of the Green Seaweed Caulerpa taxifolia. European Journal of Organic Chemistry, 2009, pp.2987-2997. ⟨10.1002/ejoc.200900101⟩. ⟨hal-00678946⟩
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