Steric effects in the diastereoselective reduction of β-ketosulfones

…, HRW Dharmaratne, TS Cameron…

Index: Grossert, J. Stuart; Dharmaratne, H. Ranjith W.; Cameron, T. Stanley; Vincent, Beverly R. Canadian Journal of Chemistry, 1988 , vol. 66, p. 2860 - 2869

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Citation Number: 6

Abstract

The stereochemical course of the reduction of ketones adjacent to a chiral center normally shows some diastereoselectivity (described by Cram's rule), the degree of which is dependent on the structure of the ketone and on the reaction conditions; the selectivity in acyclic species is often not very great. In this paper, we describe the sodium borohydride reduction of four acyclic β-ketosulfones, containing a chiral center at the α position, in ...