87565-78-4Relevant articles and documents
Chemistry of 4-trimethylsilyl-3-dialkylaminocrotonate esters and the cycloaromatization reactions with enamines
Kang, G. J.,Chan, T. H.
, p. 3102 - 3110 (2007/10/02)
Methyl 4-trimethylsilyl-3-dialkylaminocrotonate is synthesized by the silylation of methyl 3-dialkylaminocrotonate.It reacts with carbonyl electrophiles at its γ-position.The unusual regiochemistry of this reaction is studied and rationalized.It reacts with enamines derived from acyclic ketones to give aromatic compounds in a 3C+3C combination and with enamines derived from cycloketones of 5- to 8-membered rings to give aromatic compounds in a 4C+2C combination.A mechanism for this cycloaromatization reaction is proposed.