2016 · JOURNAL OF ORGANIC CHEMISTRY

Elaboration of Sterically Hindered δ-Lactones through Ring-Closing Metathesis: Application to the Synthesis of the C1-C27 Fragment of Hemicalide

Lecourt, Camille, Boinapally, Srikanth, Dhambri, Sabrina, Boissonnat, Guillaume, Meyer, Christophe, Cossy, Janine, Sautel, Francois, Massiot, Georges, Ardisson, Janick, Sorin, Geoffroy, Lannou, Marie-Isabelle

Journal: JOURNAL OF ORGANIC CHEMISTRY
Année: 2016
Volume: 81
Numéro: 24
Pages: 12275-12290
Mois: DEC 16
DOI: 10.1021/acs.joc.6b02208

Abstract

The synthesis of the C1-C27 fragment of hemicalide, a marine metabolite displaying a unique potent antiproliferative activity, has been accomplished. The synthetic approach highlights a remarkably efficient ring-closing metathesis reaction catalyzed by Nolan ruthenium indenylidene complexes to elaborate the highly substituted delta-lactone framework.

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