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Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts.


PMID 19554205

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.

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192120
Borane dimethyl sulfide complex solution, 2.0 M in THF
C2H9BS