Nucleophilic addition reactions and functionalization of (3-methoxyestrone)- and (3,17-dimethoxyestradiol)manganese tricarbonyl complexes

被引:17
作者
Cao, Y [1 ]
Woo, K [1 ]
Yeung, LK [1 ]
Carpenter, GB [1 ]
Sweigart, DA [1 ]
机构
[1] BROWN UNIV, DEPT CHEM, PROVIDENCE, RI 02912 USA
关键词
D O I
10.1021/om960820d
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Nucleophilic addition of MeMgCl and PhMgBr to the A-ring aromatic steroid complex [(eta 6-3,17-dimethoxyestradiol)Mn(CO)(3)](+) gives stable eta(5)-cyclohexadienyl complexes and occurs at the C-1 site meta to the -OMe group when the metal is on the ''beta'' side of the steroid; addition to the ''alpha'' analogue is less regioselective due to steric interactions and occurs at C-1, C-2, and C-4. A manganese-mediated procedure is reported for the functionalization of estrone at the C-1 position to give 1-methylestrone in 42% yield.
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页码:178 / 183
页数:6
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