33732-63-7

Basic information

• Product Name: (2R,3S)-3-Methyl-2-phenyl-2,3-dihydro-furan
• CAS NO: 33732-63-7
• Molecular Weight: 160.216
• Mol File: 33732-63-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-Methyl-2-phenyl-2,3-dihydro-furan(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-Methyl-2-phenyl-2,3-dihydro-furan(33732-63-7)
• EPA Substance Registry System: (2R,3S)-3-Methyl-2-phenyl-2,3-dihydro-furan(33732-63-7)

Safety Data

• Hazardous Substances Data: 33732-63-7(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 859303-44-9 acetic acid-(4-methyl-5-phenyl-tetrahydro-[2]furyl ester) 

Downstream Products

• 99344-35-1 (2S,3S,4S,5R)-3-Bromo-4-methyl-5-phenyl-tetrahydro-furan-2-ol 
• 112359-39-4 4α,5α-dideuterio 3β-methyl 2β-phenyl tetrahydrofuran 
• 24581-87-1 2-methyl-3-phenyl-1-cyclopropanecarboxylic acid 
• 1822-41-9 1-Formyl-2-methyl-3-phenyl-cyclopropan 
• 859445-20-8 2-phenyl-3-methyltetrahydrofuran 
• 112359-39-4 4α,5α-dideuterio 3α-methyl 2β-phenyl tetrahydrofuran 
• 112359-39-4 4β,5β-dideuterio 3α-methyl 2β-phenyl tetrahydrofuran 
• 99344-44-2 Acetic acid (2R,3S,4S,5R)-3-bromo-4-methyl-5-phenyl-tetrahydro-furan-2-yl ester 

Relevant articles and documents

Enantioselective Synthesis of anti-1,2-Oxaborinan-3-enes from Aldehydes and 1,1-Di(boryl)alk-3-enes Using Ruthenium and Chiral Phosphoric Acid Catalysts

A cationic ruthenium(II) complex catalyzes double-bond transposition of 1,1-di(boryl)alk-3-enes to generate in situ 1,1-di(boryl)alk-2-enes, which then undergo chiral phosphoric acid catalyzed allylation of aldehydes producing homoallylic alcohols with a (Z)-vinylboronate moiety. 1,2-Anti stereochemistry is installed in an enantioselective manner. The (Z)-geometry forged in the products allows their isolation in a form of 1,2-oxaborinan-3-enes, upon which further synthetic transformations are operated.

SYNTHESE DE COMPOSES DIHYDRO-2,3 FURANNIQUES PAR HYDROBORATION D'ALCOOLS β-ACETYLENIQUES

Hydroboration of β acetylenic alcohols followed by NaOH/H2O2 oxidation leads to hemiacetals of γ aldols which are easily dehydrated to 2,3-dihydrofuran compounds.The reaction gives good yields with hindered alcohols and its stereochemistry may be controlled during the organometallic synthesis of the starting alcohol.