22800-17-5

Basic information

• Product Name: (R)-(+)-2-methyl-2-phenylcyclopentanone
• Synonyms: (R)-(+)-2-methyl-2-phenylcyclopentanone
• CAS NO: 22800-17-5
• Molecular Weight: 174.243
• Mol File: 22800-17-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (R)-(+)-2-methyl-2-phenylcyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-methyl-2-phenylcyclopentanone(22800-17-5)
• EPA Substance Registry System: (R)-(+)-2-methyl-2-phenylcyclopentanone(22800-17-5)

Safety Data

• Hazardous Substances Data: 22800-17-5(Hazardous Substances Data)

Upstream product

• 24401-39-6 2-methyl-2-phenyl-pentenal 
• 53847-19-1 5-phenyl-5-hexanal 
• 127047-12-5 5-phenyl-hex-5-en-1-ol 
• 98-80-6 phenylboronic acid 
• 928-90-5 5-hexyl-1-ol 
• 22769-02-4 (-)-(R)-2-Methyl-2-phenyl-hexandisaeure 
• 22769-01-3 2-methyl-2-phenyl-adipic acid 
• 1198-34-1 2-Phenylcyclopentanone 
• 405877-15-8 (R)-(+)-2-methyl-2-phenyl-5-(N-methylanilinomethylene)cyclopentanone 
• 100717-47-3 2-methyl-5-(N-methyl-anilinomethylene)-cyclopentanone 
• 76430-23-4 2-methylcyclopentanone dimethyl acetal 
• 1120-72-5 2-Methylcyclopentanone 
• 4413-14-3 1-phenyl-1-ethylidenecyclobutane 
• 591-50-4 iodobenzene 

Downstream Products

• 22738-11-0 D-2-phenyl-hexanoic acid-⁽⁶⁾ 
• 56399-57-6 ((S)-1-Methyl-2-methylene-cyclopentyl)-benzene 

Relevant articles and documents

Enantioselective Intramolecular Hydroacylation of Unactivated Alkenes: An NHC-Catalyzed Robust and Versatile Formation of Cyclic Chiral Ketones

A highly enantioselective intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation reaction gives access to a range of cyclic ketones from unactivated olefin-substituted aldehydes (up to 99% ee). Remarkably, aliphatic aldehydes were also transformed efficiently in an NHC-catalyzed hydroacylation reaction for the first time. 100% Organic: A highly enantioselective N-heterocyclic carbene (NHC)-catalyzed intramolecular hydroacylation of aromatic and, more interestingly, aliphatic aldehydes with unactivated olefins offers access to a range of cyclic α-chiral ketones bearing quaternary centers. The reaction was found to be highly robust and proceeds with excellent yield in the presence of a diverse range of functional groups.

Enantiopure 2-aryl-2-methyl cyclopentanones by an asymmetric chelation-controlled Heck reaction using aryl bromides: increased preparative scope and effect of ring size on reactivity and selectivity

Quaternary 2-aryl-2-methyl cyclopentanones were obtained in 85-94% ee via Pd(0)-catalyzed chelation-controlled asymmetric arylation of a cyclopentenyl ether with aryl bromides and subsequent hydrolysis. Two new cyclohexenyl ethers were synthesized and evaluated as Heck substrates with both aryl iodides and bromides under different reaction conditions. Arylations of the six-membered vinyl ether 1-methyl-2-(S)-(cyclohex-1-enyloxymethyl)-pyrrolidine with aryl bromides were achieved with t-Bu3P-promoted palladium catalysis using either classical or microwave heating. Isolated Heck products were also obtained in high diastereoselectivities (94-98% de).

A new highly asymmetric chelation-controlled heck arylation

This communication describes the development of a new highly asymmetric chelation-controlled Heck arylation. The methodology permits formation of 2-aryl-2-methyl cyclopentanones in good to very good two-step yields (45-78%) with excellent chiral enrichmen