Highly regioselective rearrangement of 2-substituted vinylepoxides catalyzed by gallium(III) triflate.
Gallium(III) triflate catalyzed the rearrangement of 2-substituted vinylepoxides into beta,gamma-unsaturated carbonyl compounds with high regio- and chemoselectivity (>97/3) in low catalyst loading (1-5 mol %). The alkyl-substituted trimethylsilylvinyl epoxides gave beta,gamma-unsaturated ketone, but aryl-substituted vinylepoxides gave the aldehydes instead.
Deng
Xian-Ming
XM
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 354 Fenglin Lu, Shanghai 200032, China.
Sun
Xiu-Li
XL
Tang
Yong
Y