Remarkable stereoselectivity in intramolecular Borono-Mannich reactions: synthesis of conduramines.
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.
Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles du CNRS, Avenue de la Terrasse, F-91198 Gif-sur-Yvette, France. stephanie.norsikian@icsn.cnrs-gif.fr
Stéphanie
S
Norsikian
Jean-François
JF
Soulé
Alexandre
A
Cannillo
Régis
R
Guillot
Marie-Elise Tran Huu
ME
Dau
Jean-Marie
JM
Beau
D000605:Amino Alcohols / Q000138:chemical synthesis*; D003514:Cyclohexylamines / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000605:Amino Alcohols; D003514:Cyclohexylamines