1613405-38-1

Basic information

• Product Name: (S)-4,4,5,5-tetramethyl-2-(3-methyl-1-phenylpentan-3-yl)-1,3,2-dioxaborolane
• Synonyms: (S)-4,4,5,5-tetramethyl-2-(3-methyl-1-phenylpentan-3-yl)-1,3,2-dioxaborolane
• CAS NO: 1613405-38-1
• Molecular Weight: 288.238
• Mol File: 1613405-38-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-4,4,5,5-tetramethyl-2-(3-methyl-1-phenylpentan-3-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4,4,5,5-tetramethyl-2-(3-methyl-1-phenylpentan-3-yl)-1,3,2-dioxaborolane(1613405-38-1)
• EPA Substance Registry System: (S)-4,4,5,5-tetramethyl-2-(3-methyl-1-phenylpentan-3-yl)-1,3,2-dioxaborolane(1613405-38-1)

Safety Data

• Hazardous Substances Data: 1613405-38-1(Hazardous Substances Data)

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 57186-59-1 2-ethyl-5,5-dimethyl-1,3,2-dioxaborinane 
• 2344-70-9 (R)-4-phenyl-2-butanol 

Downstream Products

• 1613405-48-3 C₁₆H₂₀O 
• 75593-28-1 (3-methylpent-2-en-1-yl)benzene 
• 33501-91-6 (E,Z)-3-methyl-5-phenylpent-2-ene 
• 374790-93-9 2-furan-2-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 

Relevant articles and documents

Synthesis of α-Chiral Ketones and Chiral Alkanes Using Radical Polar Crossover Reactions of Vinyl Boron Ate Complexes

Vinyl boron ate complexes of enantioenriched secondary alkyl pinacolboronic esters undergo stereospecific radical-induced 1,2-migration in radical polar crossover reactions. In this three-component process various commercially available alkyl iodides act as radical precursors and light is used for chain initiation. Subsequent oxidation and protodeborylation leads to valuable α-chiral ketones and chiral alkanes, respectively, with excellent enantiopurity.

Synthesis of enantioenriched alkylfluorides by the fluorination of boronate complexes

The enantiospecific conversion of chiral secondary boronic esters into alkylfluorides is reported. Boronate complexes derived from boronic esters and PhLi were used as nucleophiles, with Selectfluor II as the electrophilic fluorinating agent, to afford alkylfluorides in short reaction times. The addition of styrene as a radical trap was found to enhance enantiospecificity. A broad range of alkyl boronic esters were converted into alkylfluorides with almost complete enantiospecificity by this method.