2019 · CHEMISTRY-A EUROPEAN JOURNAL

Assembly of the Entire Carbon Backbone of a Stereoisomer of the Antitumor Marine Natural Product Hemicalide

Lecourt, Camille, Dhambri, Sabrina, Yamani, Khalil, Boissonnat, Guillaume, Specklin, Simon, Fleury, Etienne, Hammad, Karim, Auclair, Eric, Sable, Serge, Grondin, Antonio, Arimondo, Paola B., Sautel, Francois, Massiot, Georges, Meyer, Christophe, Cossy, Janine, Sorin, Geoffroy, Lannou, Marie-Isabelle, Ardisson, Janick

Journal: CHEMISTRY-A EUROPEAN JOURNAL
Année: 2019
Volume: 25
Numéro: 11
Pages: 2745-2749
Mois: FEB 21
DOI: 10.1002/chem.201806327

Abstract

A strategy for the assembly of the entire carbon backbone of a stereoisomer of the antitumor marine natural product hemicalide has been investigated. The devised convergent approach relies on Horner-Wadsworth-Emmons and Julia-Kocienski olefination reactions for the construction of the C6=C7 and C34=C35 double bonds, respectively, an aldol reaction to create the C27-C28 bond, and a Suzuki-Miyaura cross-coupling as the endgame to form the C15-C16 bond.

Lire l'article complet