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Wiley, European Journal of Organic Chemistry, 24(2004), p. 5092-5099, 2004

DOI: 10.1002/ejoc.200400395

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Lipase‐Promoted Access to Phenolic Herbertane‐Type Sesquiterpenes: (+)‐1,14‐Herbertenediol, (−)‐α‐Herbertenol, (−)‐Herbertenediol and Their Enantiomers

Journal article published in 2004 by Samir Acherar ORCID, Gérard Audran, Frédéric Fotiadu, Honoré Monti
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

An enantioselective synthesis of (+)-1,14-herbertenediol, and a formal enantioselective synthesis of (-)-α-herbertenol and (-)-herbertenediol, employing a lipase-promoted and a key stereoselective alkylation of a cyclopentane unit based methodology, are described. Molecular mechanics considerations that could account for the major role played by the substitution pattern of the benzene nucleus in the herbertane framework in comparison with those of the cuparane framework are described. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.