4.4 Article

Enantioselective reduction of prochiral ketones using spiroborate esters as catalysts

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 33, Pages 5799-5802

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.06.086

Keywords

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Funding

  1. NCRR NIH HHS [P20 RR016470] Funding Source: Medline
  2. NIGMS NIH HHS [S06 GM008216-260004, S06 GM008216-250004, S06 GM008216] Funding Source: Medline

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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 0.1-10 mol% of catalysts with up to 99% ee. (c) 2007 Elsevier Ltd. All rights reserved.

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