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  • Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts.

Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts.

Tetrahedron letters (2007-08-13)
Viatcheslav Stepanenko, Melvin De Jesus, Wildeliz Correa, Irisbel Guzman, Cindybeth Vazquez, Wilanet de la Cruz, Margarita Ortiz-Marciales, Charles L Barnes
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Borane dimethyl sulfide complex solution, 2.0 M in THF