Oxidative rearrangement of cyclic tertiary allylic alcohols with IBX in DMSO.
A practical and environmentally friendly method for oxidative rearrangement of five- and six-membered cyclic tertiary allylic alcohols to beta-disubstituted alpha,beta-unsaturated ketones by the IBX/DMSO reagent system is described. Several conventional protecting groups (e.g., Ac, MOM, and TBDPS) are compatible under the reaction conditions prescribed.
Shibuya
Masatoshi
M
Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan.
Ito
Shinichiro
S
Takahashi
Michiyasu
M
Iwabuchi
Yoshiharu
Y