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(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.
Parker, K. A.; Ledeboer, M. W. Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones. J. Org. Chem. 1996, 61/span> 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.
Hazard Statements: H225-H302-H333-H315-H361-H336-H373-H304
Highly flammable liquid and vapour. Harmful if swallowed. May be harmful if inhaled. Causes skin irritation. Suspected of damaging fertility or the unborn child. May cause drowsiness or dizziness. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways.
Precautionary Statements: P210-P260-P301+P310a-P303+P361+P353-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.