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European Journal of Organic Chemistry [SOCAT]

oct. 2 2018

Abstract :

The bistramides family has shown antitumoral activity. More specifically bistramide K (see figure) exhibits lower toxicity than its congeners. In this work, we describe a highly stereoselective and convergent synthesis of two building blocks of the marine metabolite bistramide K. Thus, we report the synthesis of fragments C1–C18 (89) and C19–C40 (81) of bistramide K. As a challenge, we have used nonracemic methyl p‐tolyl sulfoxide as unique source of chirality for the elaboration of all stereogenic centers of the natural compound.

graphical abstract

Reference :

Claude Bauder

Toward an Asymmetric Synthesis of Bistramide K

European Journal of Organic Chemistry, First published: 24 August 2018 - DOI : https://doi.org/10.1002/ejoc.201800875

Contact chercheur :

Claude Bauder (cbauder@unistra.fr), Laboratoire de Synthèse Organométallique et Catalyse (SOCAT) anciennement (LCIMC), Institut de Chimie, UMR 7177.