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Selective oxidation of the double bonds in the 4-phenyl-1,2,4-triazoline-3,5-dione diels-alder adduct of ergosterol acetate.

作者信息

Piatak D M, Swenson R P

出版信息

Steroids. 1984 Jan;43(1):93-100. doi: 10.1016/0039-128x(84)90061-8.

Abstract

Methods for oxidations at the 6(7)- and 22(23)-double bonds in the phenyltriazoline adduct of ergosterol acetate (I) are described. KMnO4 and OsO4 were found to react with the 6(7)-double bond to yield the 6,7-glycol and osmate ester, respectively. Other reagents (I2/AgOAc, H2O2, m-chloroperbenzoic acid, HCO3H) formed either isomeric epoxides or glycols with the 22(23)-double bond, with the latter two reagents giving their products in quite high yields.

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