(S)-2-Methyl-CBS-oxazaborolidine

(4S)-3,4-Dimethyl-2-phenyl-1,3,2-oxazaborolidine
CAS Number
112022-81-8
PubChem
Molecular Formula
C10H14BNO
Molecular Weight
175.04 g/mol
Chiral Catalysts Catalysts
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(S)-2-Methyl-CBS-oxazaborolidine is the iconic Corey-Bakshi-Shibata (CBS) catalyst used for the asymmetric borane reduction of prochiral ketones, imines, and oximes. It provides predictable stereochemical outcomes based on catalyst configuration.

Applications

  • Enantioselective reduction of aryl alkyl ketones
  • Reduction of α,β-unsaturated ketones
  • Synthesis of chiral secondary alcohols
  • Pharmaceutical intermediate production

Specifications

Property Value
CAS 112022-81-8
Molecular Formula C10H14BNO
Molecular Weight 175.04 g/mol
Purity >97%
Concentration 1.0 M in toluene (typical)

Features

  • Predictable stereochemical model
  • High enantioselectivity (typically >95% ee)
  • Low catalyst loading (1-10 mol%)
  • Mild and operationally simple

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