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Steric Effects in the Reduction of Ketones with Sodium Borohydride

✍ Scribed by Paul Müller; Jean-Claude Perlberger

Publisher
John Wiley and Sons
Year
1976
Tongue
German
Weight
267 KB
Volume
59
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The rates for the reduction of ketones with sodium borohydride are interpreted in terms of two parameters, both derived from force‐field calculations; i.e. the strain difference between alcohol and ketone (Δ strain) and the steric hindrance towards approach of the hydride R. Models for the evaluation of R are discussed. With this approach reduction rates over a range of 10^8^ can be rationalized within a factor of 6–10.

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