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First total synthesis and stereochemical revision of laxaphycin B and its extension to lyngbyacyclamide A. | LitMetric
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First total synthesis and stereochemical revision of laxaphycin B and its extension to lyngbyacyclamide A.

France Boyaud Zahia Mahiout Christine Lenoir Shoubin Tang Joanna Wdzieczak-Bakala Anne Witczak Isabelle Bonnard Bernard Banaigs Tao Ye Nicolas Inguimbert

Org Lett

Laboratoire des Biomolécules et de l'Environnement (LCBE), Université de Perpignan Via Domitia, centre de phytopharmacie, 58 avenue P. Alduy, 66860 Perpignan, France.

Published: August 2013

The first total synthesis of laxaphycin B was accomplished through stepwise automated Solid Phase Peptide Synthesis (SPPS), leading to the structural revision of its stereochemistry especially with regard to the configuration of one of the two 3-hydroxyleucines of this cyclic dodecapeptide of marine origin. The analogous Lyngbyacyclamide A was obtained by an extension of this synthesis.

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 Source
http://dx.doi.org/10.1021/ol401645mDOI Listing

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