Journal of heterocyclic chemistry

Stereoselective epoxidation of 3??trans??benzylideneisoborneol

YS Sanghvi, AS Rao

Index: Sanghvi, Y. S.; Rao, A. S. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 317 - 320

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Citation Number: 7

Abstract

Abstract 2-Benzylidenecyclopentanol (2) can be epoxidized stereoselectively to furnish 2- trans-benzylidene-1β-hydroxycyclopentane β-oxide (4) with either t-butyl hydroperoxide in the presence of vanadium catalyst or m-chloroperoxybenzoic acid. Epoxidation of 3-trans- benzylideneisoborneol (10) with t-butyl hydroperoxidevanadium catalyst furnishes stereoselectively 3-trans-benzylideneisoborneol exo-oxide (11) whereas epoxidation of ...