Phosphine-Catalyzed Allylic Substitution of Morita-Baylis-Hillman Acetates:Synthesis of N-Protected beta-Aminophosphonic Acid Esters

摘要

A series of N-protected beta-amino phosphonic acid esters have been prepared by phosphine-catalyzed allylic substitution of 2-(diethylphosphonyl)-substituted allylic acetates employing 4,5-dichlorophthalimide as nucleophilic partner.These or-ganocatalytic allylic substitutions exhibit exceptionally high levels of regiospecificity by virtue of a tandem S_N2'-S_N2' mechanism.