First Total Synthesis and Stereochemical Revision of Laxaphycin B and Its Extension to Lyngbyacyclamide A

France Boyaud, Zahia Mahiout, C. Lenoir, Shoubin Tang, Joanna Wdzieczak‐Bakala, Anne Witczak, Isabelle Bonnard, Bernard Banaigs, Tao Ye, Nicolas Inguimbert

Organic Letters · 2013 · 28 citations · 14 references

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Abstract

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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