A mild reductive conversion of oximes to ketones

DP Curran, JF Brill, DM Rakiewicz

Index: Curran, Dennis P.; Brill, Jan F.; Rakiewicz, Donna M. Journal of Organic Chemistry, 1984 , vol. 49, p. 1654 - 1656

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Citation Number: 83

Abstract

We have recently developed a smooth reductive transformation of A2-isoxazolines to@- hydroxy ketones via Raney nickel catalyzed hydrogenolysis to the@-hydroxy imine followed by rapid imine hydrolysis. 8 Central to the success of this reaction was the employment of boric acid to promote hydrolysis of the@-hydroxy imine prior to undesired side reactions including overreduction, epimerization, and retro-Aldol reaction. 8a. b Subjection of ...

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