(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.
Solubility
Not miscible or difficult to mix in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. It is sensitive to moisture and air. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Parker, K. A.; Ledeboer, M. W. Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones. J. Org. Chem. 1996, 61 3214.
- Marcel Hoogenraad.; Guido M Klaus.; Niels Elders.; Simone M Hooijschuur.; Ben McKay.; Alan A Smith.; Eric W.P Damen. Oxazaborolidine mediated asymmetric ketone reduction: prediction of enantiomeric excess based on catalyst structure. Tetrahedron: Asymmetry. 2004, 15 (3), 519-523.
- Anhydrous catalyst for CBS reduction reaction. For further information, see (S)-2-Methyl-CBS-oxazaborolidine monohydrate, L09219.