Synthesis of alkyl hydroperoxides by hydroperoxymercuriation and reduction
Abstract
Alkyl hydroperoxides, R1R2C(OOH)CH2R3, have been prepared from 30% hydrogen peroxide by hydroperoxymercuriation of the corresponding alkenes, R1R2CCHR3, followed by addition to 2-methoxypropene, reductive demercuriation with basic sodium borohydride and deprotection of the resultant 2-methoxyprop-2-yl derivatives, R1R2C(OOCMe2OMe)CH2R3, with aqueous acetic acid.