257298-92-3

Basic information

• Product Name: (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane
• Synonyms: (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane
• CAS NO: 257298-92-3
• Molecular Weight: 232.131
• Mol File: 257298-92-3.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane(257298-92-3)
• EPA Substance Registry System: (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane(257298-92-3)

Safety Data

• Hazardous Substances Data: 257298-92-3(Hazardous Substances Data)

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 156575-60-9 2-(1-phenyl-ethyl)-benzo[1,3,2]dioxaborole 
• 100-42-5 styrene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 143825-84-7 4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane 
• 133038-72-9 (R)-N,N-diisopropyl O-(1-phenyl)ethylcarbamate 
• 73183-34-3 bis(pinacol)diborane 
• 14900-39-1 phenylvinylboronic acid 
• 672-65-1 (1-chloroethyl)benzene 
• 57199-00-5 2,4,6-triisopropylbenzoyl chloride 
• 174090-36-9 4,4,5,5-tetramethyl-2-(1-phenyl-ethyl)-[1,3,2]dioxaborolane 

Downstream Products

• 505094-34-8 (R)-9-(1-phenylethyl)-9-borabicyclo[3.3.1]nonane 
• 1142813-40-8 (R)-1-(4-(1-phenylethyl)phenyl)ethan-1-one 
• 130065-37-1 (S)-1-(4-(1-phenylethyl)phenyl)ethan-1-one 
• 60492-48-0 (R)-1-(4-methoxyphenyl)-1-phenylethane 
• 1257661-21-4 (S)-(+)-1-(4-methoxyphenyl)-1-phenylethane 
• 184888-43-5 (R)-(1-phenylethyl)carbamic acid tert-butyl ester 
• 147169-48-0 (S)-tert-butyl 1-phenylethylcarbamate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Relevant articles and documents

Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

Efficient Access to Chiral β-Borylated Carboxylic Esters via Rh-Catalyzed Hydrogenation

Rh/bisphosphine?thiourea ligand (ZhaoPhos)-catalyzed asymmetric hydrogenation of (Z)-β-substituted-β-boryl-α,β-unsaturated esters was successfully developed, furnishing a variety of chiral β-borylated carboxylic esters with high yields and excellent enantioselectivities (up to 99% yield and >99% ee). The gram-scale asymmetric hydrogenation was performed efficiently in the presence of only 0.05 mol% (S/C=2 000) catalyst loading with full conversion, 99% yield and 99% ee. Moreover, the hydrogenation product was easily converted to other versatile synthetic intermediates, such as methyl (S)-3-hydroxy-3-phenylpropanoate and methyl (S)-3-(furan-2-yl)-3-phenylpropanoate. (Figure presented.).

Cobalt-Catalyzed Asymmetric Markovnikov Hydroboration of Styrenes

A cobalt-catalyzed asymmetric hydroboration of styrenes using an imidazoline phenyl picoliamide (ImPPA) ligand was first reported to deliver the valuable chiral secondary organoboronates with good functional tolerance and high enantioselectivity (up to >9