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(R)-VANOL

ALDRICH/675156 - 97%

Synonym: (R)-3,3′-Diphenyl-2,2′-bi-1-naphthalol; (R)-3,3′-Diphenyl-2,2′-bi-1-naphthol

CAS Number: 147702-13-4
Empirical Formula (Hill Notation): C32H22O2
Molecular Weight: 438.52
MDL Number: MFCD08459338
Linear Formula: C32H22O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-675156-250MG 250 mg
 $183.00
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assay 97%
form solid
InChI 1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H
InChI key NDTDVKKGYBULHF-UHFFFAOYSA-N
mp 200-204 °C
optical activity [α]20/D +310°, c = 1 in chloroform
SMILES string Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6
Application: (R)-VANOL is a vaulted biaryl ligand that may be used in the following processes:
• Transformation of 3-substituted cyclobutanones to enantiopure γ-butyrolactones via asymmetric Baeyer-Villiger Reaction in the presence of an aluminum catalyst.
• Asymmetric aziridination of N-(4-(Methylsulfonyl)benzylidene)diphenylmethanamine to form (2S,3S)-ethyl 1-benzhydryl-3-(4-(methylsulfonyl)phenyl) aziridine-2-carboxylate.
• Conjugate addition of terminal alkynes to 2-arylidene-1,3-diketones with high enantioselectivity in the presence of diethyl zinc.
Application: VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.
Packaging: 250 mg in amber glass bottle
Purity 97%
mp 200-204 °C
UNSPSC 12352005

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