86302-43-4

Basic information

• Product Name: (tert-Butoxycarbonylmethylene)triphenylphosphorane
• Synonyms: (tert-Butoxycarbonylmethylene)triphenylphosphorane
• CAS NO: 86302-43-4
• Molecular Weight: 376.435
• Mol File: 86302-43-4.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: (tert-Butoxycarbonylmethylene)triphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: (tert-Butoxycarbonylmethylene)triphenylphosphorane(86302-43-4)
• EPA Substance Registry System: (tert-Butoxycarbonylmethylene)triphenylphosphorane(86302-43-4)

Safety Data

• Hazardous Substances Data: 86302-43-4(Hazardous Substances Data)

Upstream product

• 35000-37-4 (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 603-35-0 triphenylphosphine 
• 107-59-5 tert-Butyl chloroacetate 
• 952610-00-3 [(ethoxycarbonyl)(4-methylphenylcarbamoyl)methylene]triphenylphosphorane 
• 59159-39-6 (tert-butoxycarbonylmethyl)triphenylphosphonium bromide 
• 49827-15-8 t-butyl iodoacetate 

Downstream Products

• 131506-91-7 3-Oxo-2-(triphenyl-λ⁵-phosphanylidene)-hept-6-enoic acid tert-butyl ester 
• 145237-11-2 3-Oxo-2-(triphenyl-λ⁵-phosphanylidene)-heptanoic acid tert-butyl ester 
• 75814-56-1 (E)-tert-butyl 3-phenylbut-2-enoate 
• 83207-71-0 tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate 
• 83199-82-0 t-Butyl 5-Chloro-3-oxo-2-(triphenylphosphoranylidene)-pentanoate 
• 83199-89-7 tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)pentanoate 
• 131506-89-3 (4E,6E)-3-Oxo-2-(triphenyl-λ⁵-phosphanylidene)-octa-4,6-dienoic acid tert-butyl ester 
• 158466-50-3 1,1-Dimethylethyl (2E)-5-<(3,4-dimethoxyphenyl)methoxy>-2-pentenoate 
• 131619-25-5 5-phenyl-2(E)-pentenoic acid tert-butyl ester 
• 174626-79-0 4-(2-Ethoxycarbonylmethyl-[1,3]dithian-2-yl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid tert-butyl ester 
• 22582-40-7 5-methyl-6-phenyl-(2H)-pyran-2-one 
• 188444-20-4 (E)-(S)-4-(4-Methoxy-benzylsulfanyl)-2,4-dimethyl-pent-2-enedioic acid 1-tert-butyl ester 5-ethyl ester 
• 185553-39-3 3-[4-((S)-2-Benzyloxycarbonyl-2-benzyloxycarbonylamino-ethyl)-phenyl]-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionic acid tert-butyl ester 

Relevant articles and documents

Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones

An efficient enantioselective [3+2] cycloaddition of isomünchnones with methyleneindolinones that are generated by anin situintramolecular addition of the carbonyl group to rhodium carbenes is realized with a chiralN,N′-dioxide/Zn(ii) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values.

Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes

β-Substituted acrylamides have low electrophilicity and are yet to be exploited in the enantioselective Rauhut–Currier reaction. By exploiting electron-withdrawing protection of the amide and moderate nucleophilicity N-heterocyclic carbenes, such substrates have been converted to enantioenriched quinolones. The reaction proceeds with complete diastereoselectivity, good yield, and modest enantioselectivity. Derivatizations are reported, as are computational studies, supporting decreased amide bond character with electron-withdrawing protection of the nitrogen.

Asymmetric Catalytic Diverse Ring Opening/Cycloadditions of Cyclobutenones with (E)-Alkenyloxindoles and (E)-Dioxopyrrolidines

Highly enantioselective ring-opening/cycloaddition reactions of cyclobutenones were achieved by employing chiral N,N′-dioxide/metal complexes as the catalysts. The Diels-Alder type cycloaddition with (E)-alkenyloxindoles yielded spirocyclohexaneoxindoles with excellent results. Meanwhile, a hetero-Diels-Alder process occurred with (E)-dioxopyrrolidines to afford spiropyrrolidinone-dihydropyranone derivatives.