Remarkable Stereoselectivity in Intramolecular Borono-Mannich Reactions: Synthesis of Conduramines
journal contributionposted on 22.02.2016, 08:13 by Stéphanie Norsikian, Jean-François Soulé, Alexandre Cannillo, Régis Guillot, Marie-Elise Tran Huu Dau, Jean-Marie Beau
An unprecedented intramolecular Petasis condensation provides a novel approach to biologically important conduramines. The compounds are produced with an exclusive anti stereoselectivity for the newly created β-amino alcohol motif. The stereochemical outcome of the reaction is opposite to the one usually observed in the intermolecular reaction.