Bismuth (III) oxide perchlorate promoted rearrangement of epoxides to aldehydes and ketones

AM Anderson, JM Blazek, P Garg, BJ Payne…

Index: Anderson, Andrew M.; Blazek, Jesse M.; Garg, Parie; Payne, Brian J.; Mohan, Ram S. Tetrahedron Letters, 2000 , vol. 41, # 10 p. 1527 - 1530

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Citation Number: 74

Abstract

Aryl-substituted epoxides and aliphatic epoxides with a tertiary epoxide carbon undergo smooth rearrangement in the presence of 10–50 mol% bismuth (III) oxide perchlorate, BiOClO4·× H2O, to give carbonyl compounds. The rearrangement is regioselective with aryl substituted epoxides and a single carbonyl compound arising from cleavage of benzylic C– O bond is formed. BiOClO4·× H2O is relatively non-toxic, insensitive to air and ...

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