Diastereoselective Epoxidation And Amidation Of Δ～5-Steroid Derivatives Catalyzed By Metalloporphyrins

Catalyzed epoxidation and amidation of non-functional alkene are two important reactions. The epoxidation of alkene catalyzed by metalloporphyrins could get the high conversion and selectivity in gentle conditions. And recently, the amidation of the alkene were also drown more and more attentions. However, there were few researches on the diastereoselective epoxidation arid amidation of the large and natural molecules, such as the A5-steroids derivatives we discussed in this paper. Meanwhile, the products of epoxidation and amidation of the steroids are valuable intermediates for laboratory synthesis as well as chemical manufacturing.In this paper, we catalyzed the epoxidation of A5-steroids derivatives by using two simple manganese and ruthenium porphyrins. We got the better catalytic results in the epoxidation catalyzed by ruthenium porphyrin and CbPyNO, in which the conversion of the steroids was 100% and the 3 - selectivity of the epoxidate was 99 %. But in the amidation of the A5-steroids derivatives, we got the a -configurations as the main product by using manganese porphyrins as the catalysts.At the same time, we have prepared the dendritic manganese porphyrin complex and used it as the catalyst in the epoxidation of A5-steroids derivatives. In contrast to the simple manganese porphyrin, we found that it behaved more advantages because of its special and well defined structures.