196212-80-3

Basic information

• Product Name: 2-((S)-1-Phenyl-ethyl)-benzo[1,3,2]dioxaborole
• Synonyms: 2-((S)-1-Phenyl-ethyl)-benzo[1,3,2]dioxaborole
• CAS NO: 196212-80-3
• Molecular Weight: 224.067
• Mol File: 196212-80-3.mol

Chemical Properties

• CAS DataBase Reference: 2-((S)-1-Phenyl-ethyl)-benzo[1,3,2]dioxaborole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((S)-1-Phenyl-ethyl)-benzo[1,3,2]dioxaborole(196212-80-3)
• EPA Substance Registry System: 2-((S)-1-Phenyl-ethyl)-benzo[1,3,2]dioxaborole(196212-80-3)

Safety Data

• Hazardous Substances Data: 196212-80-3(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 

Downstream Products

• 59850-51-0 (2R,3S)-2-amino-3-phenyl-butyric acid hydrochloride 
• 505094-50-8 1,1-dimethylethyl N-(diphenylmethylene)-(βS)-methyl-D-phenylalaninate 
• 505094-48-4 1,1-dimethylethyl N-(diphenylmethylene)-(βR)-methyl-D-phenylalaninate 
• 505094-49-5 1,1-dimethylethyl N-(diphenylmethylene)-(βS)-methyl-L-phenylalaninate 
• 505094-47-3 1,1-dimethylethyl N-(diphenylmethylene)-(βR)-methyl-L-phenylalaninate 
• 505094-36-0 9-((S)-1-Phenyl-ethyl)-9-bora-bicyclo[3.3.1]nonane 
• 59850-51-0 threo-(+)-(2S,3R)-L-β-Methylphenylalanine hydrochloride 
• 53331-55-8 (2S,3S)-β-methylphenylalanine hydrochloride 
• 59850-51-0 (2R,3R)-2-acetylamino-3-methyl-3-phenylalanine hydrochloride 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 

Relevant articles and documents

Rh(I)-catalyzed asymmetric hydrosilylation and hydroboration/oxidation reactions using berens ligand

The Berens ligand 2 was used in a number of Rh(I)-catalyzed asymmetric hydrosilylations of acetophenones under standard conditions, affording the corresponding 1-arylalcohols in ees up to 65%. Some novel Rh catalysts were generated in situ from the neutral precatalyst [Rh(μ-Cl)(COD)]2 and screened in the catalytic asymmetric hydroboration/oxidation of styrenes, gave enantioselectivities of up to 62%. Copyright Taylor & Francis Group, LLC.

Metal promoted asymmetry in the 1,2-diboroethylarene synthesis: Diboration versus dihydroboration

Metal catalysed addition of diboranes to vinylarenes produces the desired 1,2-bis(boronate)ester and mono(boronate)esters as by-products. Their relative rate is a sensitive function between the nature of the catalytic system and the electronic effects of the substrate, that influences the mechanistic steps of the catalytic cycle. However, asymmetry is only induced as moderate enantiomeric excess values, providing an enantioface differentiation, between the bis- and mono(boronate)esters. Alternatively, the method based on the catalytic asymmetric dihydroboration/oxidation of alkynes as diphenylacetylene can provide 1,2-diphenyl-1,2-ethanediol (hydrobenzoin) with a selectivity of 68% mainly as the erythro isomer.

Acyclic stereoselective boron alkylation reactions for the asymmetric synthesis of β-substituted α-amino acid derivatives

Optically active syn- or anti-β-substituted-α-amino acid derivatives are prepared in 94 to ≥99% ee and 66-98% ds by reaction of the Schiff base acetate of glycine tert-butyl ester with chiral, nonracemic B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine (CdOH) or cinchonine (CnOH), base, and lithium chloride. Copyright