Influence of N-protecting groups on the stereochemical course of [4+2] cycloaddition of activated dienes to α-amino aldehydes

Article abstract of DOI:10.1016/S0040-4020(01)80943-1

Stereochemical aspects of high-pressure [4+2] cycloaddition between 1-methoxybuta-1,3-diene and N-protected α-amino aldehydes are discussed. In addition, the zinc bromide catalyzed cyclocondensation of 1-ethoxy-3-silyloxybuta-1,3-diene and N-protected α-amino aldehydes is studied, at ambient pressure.