Oxidative rearrangement of cyclic tertiary allylic alcohols with IBX in DMSO

被引:75
|
作者
Shibuya, M [1 ]
Ito, S [1 ]
Takahashi, M [1 ]
Iwabuchi, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/ol048210u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:4303 / 4306
页数:4
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