New reagent for convenient access to the α,β-unsaturated N-methoxy-N-methyl-amide functionality by a synthesis based on the Julia olefination protocol

Article abstract of DOI:10.1002/ejoc.200600126

A new reagent for the synthesis of the α,β-unsaturated N-methoxy-N-methyl-amide structural unit has been developed. 2-(Benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide, a crystalline solid with an indefinite shelf life that can be easily prepared in two convenient steps from 2-chloro-N-methoxy-N-methylacetamide, reacted with a variety of aldehydes under Julia conditions to furnish the α,β- unsaturated N-methoxy-N-methyl-amide functionality. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.