Synthesis of 2-Phenyldecahydroquinolin-4-ones via Imino Diels-Alder Reaction: Influence of the Imine Nitrogen Substituent on the Reaction Course and on the Heterocycle Conformation

Article abstract of DOI:10.1021/jo00303a021

Reaction of acetylcyclohexene trimethylsilyl enol ether (1) with N-substituted phenyl imines 2 takes place in the presence of Lewis acids.When the N-substituent in 2 is phenyl, p-tolyl, or p-methoxyphenyl, the cycloaddition gives exo and endo enoxysilanes