An Effective Method for Allylic Oxidation of Δ5-Steroids Using tert-Butyl Hydroperoxide

被引:21
作者
Li, Yuancheng [1 ]
Wu, Xianhong [1 ]
Lee, Tae Bum [1 ]
Isbell, Eleanor K. [1 ]
Parish, Edward J. [1 ]
Gorden, Anne E. V. [1 ]
机构
[1] Auburn Univ, Dept Chem & Biochem, Coll Sci & Math, Auburn, AL 36849 USA
关键词
DIRHODIUM CAPROLACTAMATE; OXYSTEROLS; 7-KETOCHOLESTEROL; LOCALIZATION; ALKENES; REAGENT;
D O I
10.1021/jo902637k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An allylic oxidation method for Delta(5)-steroids using TBHP as oxidant with a 2-quinoxalinol salen Cu(II) complex as catalyst is reported. A variety of Delta(5)-steroidal substrates are selectively oxidized to the corresponding enones. Excellent yields are achieved (up to 99% under optimized conditions) while significantly reducing reaction times required as compared to other current methods.
引用
收藏
页码:1807 / 1810
页数:4
相关论文
共 33 条