148586-82-7Relevant academic research and scientific papers
A Highly Regioselective Reaction of Allylic Acetates with Silylated Carbon Nucleophiles Directed by a Sulfenyl Group. Scope, Limitation, and Mechanistic Aspects
Kudo, Kazuaki,Hashimoto, Yukihiko,Houchigai, Hitoshi,Hasegawa, Masaki,Saigo, Kazuhiko
, p. 848 - 856 (2007/10/02)
α-(Sulfenylmethyl)allyl acetates reacted with silylated carbon nucleophiles in the presence of a catalytic amount of TMSOTf to give products substituted at the α-position of the sulfenylmethyl group in moderate to good yields with high regioselectivity.The theoretical calculation on an intermediate cationic species indicated that an episulfonium ion was a stable form; the observed regioselectivity was rationalized qualitatively on the basis of the coefficients of LUMO of the cation.Some transformations of the products were also demonstrated.
AN EFFECTIVE ACTIVATION OF ALLYL METHYL ETHERS BY A CATALYTIC AMOUNT OF TRITYL PERCHLORATE IN THE ALLYLATION OF SILYL ENOL ETHERS
Mukaiyama, Teruaki,Nagaoka, Hitoshi,Ohshima, Masahiro,Murakami, Masahiro
, p. 1009 - 1012 (2007/10/02)
In the presence of a catalytic amount of trityl perchlorate, secondary and tertiary allyl methyl ethers smoothly react with silyl enol ethers to afford the corresponding γ,δ-unsaturated carbonyl compounds in good yields.By the combination of this reaction
