doi: 10.1016/j.tetlet.2007.06.086.
Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts
Affiliations
- PMID: 19554205
- PMCID: PMC2701200
- DOI: 10.1016/j.tetlet.2007.06.086
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Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts
Tetrahedron Lett.
.
Abstract
Novel spiroborate esters derived nonracemic 1,2-aminoalcohols and ethylene glycol are reported as highly effective catalysts for the asymmetric borane reduction of a variety of prochiral ketones with borane-dimethyl sulfide complex at room temperature. Optically active alcohols were obtained in excellent chemical yields using 0.1 to 10 mol % of catalysts with up to 99% ee.
Figures
Crystal structure of spiroborate 1.
Asymmetric reduction of acetophenone in the presence of catalyst 1.
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