Reductive Acetoxylation on α, α's-Dibromocycloalkanones by Ultrasonically Dispersed Mercury
The α, α's-dibromocycloalkanones of ring size 5-12 were reduced by ultrasonically dispersed mercury in acetic acid. Products were the corresponding cycloalkanone and α-acetoxycycloalkanone. The ratio of these two is quite sensitive to ring size, and this fact is used to support the intermediate formation of 2-hydroxyallyl cations as precursors of the keto acetates. Molecular mechanics calculations support the proposed mechanism. © 1979, American Chemical Society. All rights reserved.
Fry, AJ; Donaldson, WA; Ginsburg, GS
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