A convenient approach to δ-amino-β-ketoesters by vinylogous Mannich reaction of masked acetoacetates

Article abstract of DOI:10.1016/j.tet.2007.09.073

SiCl₄ is an efficient and selective catalyst for the vinylogous Mannich reaction of linear and cyclic synthetic equivalents of acetoacetate dianion, leading to δ-amino-β-ketoesters in moderate to high yields and complete γ-selectivity; anti-diastereoselectivity was observed by using a γ-methyl-substituted cyclic silyloxydiene.