The remote effect of D ring moiety on selectivity between 4-dimethylation and 3-O-methylation on steroidal compounds
- VernacularTitle:甾体化合物D环结构对4-位二甲基化反应和3-位氧甲基化反应选择性的远程效应
- Author:
Huling ZHENG
;
Peng XIA
;
Ying CHEN
- Publication Type:Journal Article
- Keywords:
4-ene-3-one steroids;
remote effect;
C-methylation;
O-methylation;
selectivity
- From:
Fudan University Journal of Medical Sciences
2010;37(2):198-201
- CountryChina
- Language:Chinese
-
Abstract:
Objective To introduce dimethyl on 4-position of 4-ene-3-one steroids. Methods Seven 4-ene-3-one steroids were treated with methyl iodide (CH3I) and potassium tert-butoxide (t-BuOK) in tert-butanol (t-BuOH). Results Four substrates were smoothly converted to 4,4-dimethyl products, while other three substrates afforded 3-O-methylation products with high yields. Conclusions The different reaction results revealed a high remote effect of D ring moiety on the selectivity between 3-O-methylation and 4-dimethylation.
