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(R)-2-Methyl-CBS-oxazaborolidine

(R)-2-Methyl-CBS-oxazaborolidine
File:(R)-2-Methyl-CBS-oxazaborolidine.jpg
IUPAC name (3aR)-1-Methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
Other name (R)-Methyl oxazaborolidine (R)-(+)-2-methyl-CBS-oxazaborolidine
Identifiers CAS number:112022-83-0 ChemSpider:8014210 Jmol-3D images:Image 1
SMILES O2B(N1CCC[C@@H]1C2(c3ccccc3)c4ccccc4)C
InChI 1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15) 16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1
Properties
Molecular formula:C18H20BNO Molar mass:277.17 Appearance:Colorless to pale yellow liquid (in toluene) Density:0.95 g/mL at 25 °C Melting point:85-95 ºC Boiling point:111 °C Flash point:40°F toluene
Hazards
EU classification: File:Highly flammable(F).jpg File:Hamful(Xn).jpg R-phrases: R17

(R)-2-Methyl-CBS-oxazaborolidine is an oxazaborolidine reagent which mediates the enantioselective reduction of ketones previously developed by the laboratory of Itsuno, and thus this transformation may more properly be called the Itsuno-Corey oxazaborolidine reduction.

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