848356-22-9Relevant articles and documents
Synthesis of cyclobutanones and four-membered enol ethers by using a rearrangement reaction of enol triflates
Tanino, Keiji,Aoyagi, Kotaro,Kirihara, Yasuhiro,Ito, Yoshikazu,Miyashita, Masaaki
, p. 1169 - 1172 (2005)
A new synthetic method of cyclobutanone derivatives and four-membered enol ethers via an intramolecular cyclization of a ketone enolate was developed. The cyclization precursors, enol triflates having a silyloxy group at the β′-position, were synthesized from the corresponding β-hydroxy ketones, which were prepared via an aldol reaction of a cycloalkanone and an aldehyde. Under the influence of TBAF, the enol triflates afforded a cyclobutanone or a four-membered enol ether through rearrangement of the trifluoromethanesulfonyl group followed by an intramolecular C- or O-alkylation reaction.
