(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
Structure
CAS
112022-81-8
Category
Other
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
1
Defined Atom Stereocenter Count
1
Exact Mass
277.164g/mol
H-Bond Acceptor
2
Heavy Atom Count
21
Monoisotopic Mass
277.164g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
12.5A^2
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