New general synthesis of α-alkoxyketones via α′-alkylation, α-alkylation and α, α′-dialkylation of α-alkoxyketimines

…, S Mangelinckx, MT Rocchetti, N De Kimpe

Index: Colpaert, Filip; Mangelinckx, Sven; Rocchetti, Maria Teresa; De Kimpe, Norbert Organic and Biomolecular Chemistry, 2011 , vol. 9, # 2 p. 549 - 558

Full Text: HTML

Citation Number: 2

Abstract

α-Methoxy-and α-ethoxyketones, as important intermediates in organic synthesis and flavor compounds in food chemistry, were synthesized by deprotonation of N-(1-alkoxy-2- propylidene) isopropylamine, prepared by condensation of the corresponding α- alkoxyacetone with isopropylamine, and subsequent reaction of the corresponding 1- azaallylic anions with alkyl halides to afford α′-alkylated, α-alkylated and α, α′- ...