Synthesis 2015; 47(07): 1016-1023
DOI: 10.1055/s-0034-1380133
paper
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of Laingolide A Diastereomers

Gaétan Pomey
PSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 75005 Paris, France   Email: phannarath.phansavath@chimie-paristech.fr
,
Phannarath Phansavath*
PSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 75005 Paris, France   Email: phannarath.phansavath@chimie-paristech.fr
› Author Affiliations
Further Information

Publication History

Received: 03 December 2014

Accepted 08 January 2015

Publication Date:
11 February 2015 (online)


Abstract

The first total syntheses of two (±)-laingolide A diastereomers were achieved in 11 and 12 steps, respectively. The key steps include a tandem cross-dimerization/oxonia-Cope reaction and an intramolecular dehydrative cyclization for the formation of either the trans- or cis-enamide moieties.

Supporting Information

 
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