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© Yang SI, Institut Pasteur
Publication : Chemistry (Weinheim an der Bergstrasse, Germany)

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

Team: Epigenetic Chemical Biology
Member: Paola Arimondo
Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Chemistry (Weinheim an der Bergstrasse, Germany) - 02 Jan 2019

Lecourt C, Dhambri S, Yamani K, Boissonnat G, Specklin S, Fleury E, Hammad K, Auclair E, Sablé S, Grondin A, Arimondo PB, Sautel F, Massiot G, Meyer C, Cossy J, Sorin G, Lannou MI, Ardisson J

Link to Pubmed [PMID] – 30600846

Chemistry 2019 Jan;

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.