CAS 112022-81-8 (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

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(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

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Catalog Number

ACM112022818

Product Name

(S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

Structure

CAS

112022-81-8

Category

Other Electronic Materials

Synonyms

AKOS015840981; (S)-1-methyl-3,3-diphenyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole; MFCD00078439; (S)- Methyl-CBS-oxazaborolidine; ZINC169743318; (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3 H-pyrrolo[1,2-c][1,3,2] oxazaborole; (S)-1-methyl-3,3-diphenylhexahydropyrrolo-[1,2-c][1,3,2]oxazaborole; (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole; (S)-Me-CBS; Corey catalyst;

IUPAC Name

(3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole;

Molecular Weight

277.174g/mol

Molecular Formula

C18H20BNO;

Canonical SMILES

B1(N2CCCC2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C;

InChI

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-/m0/s1;

InChI Key

VMKAFJQFKBASMU-KRWDZBQOSA-N;

Application

Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.

Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.

Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.

Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.

Storage

Refrigerator

Complexity

344

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Exact Mass

277.164g/mol

Heavy Atom Count

Monoisotopic Mass

277.164g/mol

Rotatable Bond Count