Asymmetric synthesis using chirally modified borohydrides. Part 1. Enantioselective reduction of aromatic ketones with the reagent prepared from borane and (S)-valinol
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1673-1676
- https://doi.org/10.1039/p19830001673
Abstract
The asymmetric reduction of aromatic ketones with the reagents prepared from borane and chiral aminoalcohols was studied under various conditions. The ratio of borane to (S)-valinol was found to be optimum at 2–3:1, when up to 65–73% selectivity was obtained in the reduction of n-propyl phenyl ketone. The amino-alkoxy-amine-boranes (2) and/or (3) were tentatively proposed as the reaction species responsible for asymmetric induction.Keywords
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