Anchoring Substitution in Acyclic 1,3-amino Alcohols - Asymmetric Reductions With Chiral Modifications of Lithium Aluminum-hydride and Borane
(1992) Tetrahedron: Asymmetry — Vol. 3, n° 5, p. 599-602 (1992)
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- Abstract
- Chiral modifications of LAH and amino alcohols 1b and 2 give erratic results in the asymmetric reduction of acetophenone. In the presence of chiral tetrahydro-1,3,2-oxazaborines, derived from 1a, however, the borane reduction of acetophenone consistently leads to the (R)-carbinol in excess. The absolute configuration of the chiral ligands is determined via X-ray analysis of the ammonium (S)-(+)-10-camphorsulfonate salt 8, derived from 2.
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Citations
Steels, I., Declercq, PJ., & Declercq, J.-P. (1992). Anchoring Substitution in Acyclic 1,3-amino Alcohols - Asymmetric Reductions With Chiral Modifications of Lithium Aluminum-hydride and Borane. Tetrahedron: Asymmetry, 3(5), 599-602. https://doi.org/10.1016/S0957-4166(00)82290-9 (Original work published 1992)