CATALYTIC OXYGENATION OF BETA,GAMMA-UNSATURATED 3-KETOSTEROIDS IN THE PRESENCE OF RUTHENIUM TETRAMESITYLPORPHYRIN COMPLEXES

被引:3
|
作者
TAVARES, M [1 ]
RAMASSEUL, R [1 ]
MARCHON, JC [1 ]
MAUMY, M [1 ]
机构
[1] ECOLE SUPER PHYS & CHIM IND,CNRS,CHIM ORGAN LAB,F-75005 PARIS,FRANCE
关键词
D O I
10.1007/BF00764123
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Cholest-5-ene-3-one 1 is oxidized by air at room temperature in the presence of trans-dioxoruthenium(VI)tetramesitylporphyrin Ru(O)2 (tmp) to a mixture of the 6-beta- and 6-alpha-alcohols 3 and 4, and of the enedione 5. Similar results are obtained in the presence of carbonylruthenium(II)tetramesitylporphyrin Ru(CO) (tmp) as catalysts. Iron(III) and manganese(III) tetramesitylporphyrins are weakly active or inactive as catalysts for the aerobic oxidation of 1. Similarly, 17-beta-acetoxy-estr-5(10)-ene-3-one 2 is oxidized to 17-beta-acetoxy-10-beta-hydroxyestr-4-ene-3-one 7 in 42% yield in a highly beta-stereoselective manner in the presence of Ru(O)2 (tmp).
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页码:245 / 252
页数:8
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