58009-87-3

Basic information

• Product Name: 4-phenylbutanoylmethylenetriphenylphosphorane
• Synonyms: 4-phenylbutanoylmethylenetriphenylphosphorane
• CAS NO: 58009-87-3
• Molecular Weight: 422.507
• Mol File: 58009-87-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-phenylbutanoylmethylenetriphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenylbutanoylmethylenetriphenylphosphorane(58009-87-3)
• EPA Substance Registry System: 4-phenylbutanoylmethylenetriphenylphosphorane(58009-87-3)

Safety Data

• Hazardous Substances Data: 58009-87-3(Hazardous Substances Data)

Upstream product

• 58009-85-1 1-chloro-5-phenyl-pentan-2-one 
• 603-35-0 triphenylphosphine 
• 103-63-9 1-phenyl-2-bromoethane 
• 2235-83-8 5-phenyl-2-pentanone 

Downstream Products

• 271245-91-1 (4S,1'S)-4-(1'-ethoxycarbonylmethyl-6'-phenylhexyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 
• 271245-88-6 (4S,1'R)-4-(1'-ethoxycarbonylmethyl-6'-phenylhexyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 
• 271246-03-8 (5S)-N-(tert-butoxycarbonyl)-(4R)-(5'-phenylpentyl)-tetrahydropyran-2-one 
• 271245-94-4 (5S)-N-(tert-butoxycarbonyl)-(4R)-(5'-phenylpentyl)-tetrahydropyran-2-one 
• 271245-85-3 (4S,3'RS)-4-(3'-hydroxy-6'-phenylhex-1'(E)-enyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 
• 271245-81-9 (4S)-4-(3'-oxo-6'-phenylhex-1'(E)-enyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 

Relevant articles and documents

B(C6F5)3-Catalyzed Diastereoselective Formal (4 + 1)-Cycloaddition of Vinylcyclopropanes and Et2SiH2

A formal (4 + 1)-cycloaddition of vinylcyclopropanes and Et2SiH2 to afford 3,4-disubstituted silolanes is reported. The reaction sequence commences with the known B(C6F5)3-catalyzed alkene hydrosilylation with dihydrosilanes. Cleavage of the remaining Si-H bond in the hydrosilylation product assisted by B(C6F5)3 leads to formation of a cyclopropane-stabilized silylium ion. The activated cyclopropane ring is then opened by the in situ-generated borohydride accompanied by ring closure to the silolane. The diastereoselectivity is rationalized by a mechanistic model.