Isolation, Structural Elucidation, and Synthesis of Curcutetraol

European Journal of Organic Chemistry
2005.0

Abstract

<jats:title>Abstract</jats:title><jats:p>The new natural products (+)‐curcutetraol and (−)‐curcutriolamide were isolated from the bacterium CNH‐741 and the fungus CNC‐979, isolated from marine sediment. (+)‐Curcutetraol is a polar compound and contains a tertiary benzylic alcohol moiety at the single stereogenic center, which was retained without racemization by avoiding chromatography on silica. The absolute configuration of (+)‐curcutetraol was determined by comparison of its experimental CD spectrum with the spectra predicted by quantum‐chemical CD calculations. Phenolic bisabolane sesquiterpenoids from marine sources were previously known only from gorgonians and sponges. A short total synthesis of racemic curcutetraol has been developed. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2005)

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