A convenient approach to delta-amino-beta-ketoesters by vinylogous Mannich reaction of masked acetoacetates

Academic Article
Publication Date:
2007
abstract:
SiCl4 is an efficient and selective catalyst for the vinylogous Mannich reaction of linear and cyclic synthetic equivalents of acetoacetate dianion, leading to delta-amino-beta-ketoesters in moderate to high yields and complete gamma-selectivity; anti-diastereoselectivity was observed by using a gamma-methyl-substituted cyclic silyloxydiene.
Iris type:
01.01 Articolo in rivista
Keywords:
Mannich reaction; Imines; Silicon tetrachloride; Nucleophilic addition; Diastereoselectivity
List of contributors:
Authors of the University:
Handle:
https://iris.cnr.it/handle/20.500.14243/18113
Published in:
TETRAHEDRON (OXF., PRINT)
Journal