812639-07-9

Basic information

• Product Name: Cyclohexanone, 2-methyl-2-(2-propenyl)-, (2S)-
• CAS NO: 812639-07-9
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Mol File: 812639-07-9.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-methyl-2-(2-propenyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-methyl-2-(2-propenyl)-, (2S)-(812639-07-9)
• EPA Substance Registry System: Cyclohexanone, 2-methyl-2-(2-propenyl)-, (2S)-(812639-07-9)

Safety Data

• Hazardous Substances Data: 812639-07-9(Hazardous Substances Data)

Upstream product

• 86950-89-2 allyl (2-methylcyclohex-1-en-1-yl)carbonate 
• 35225-79-7 dibenzylideneacetone 
• 35466-83-2 allyl methyl carbonate 
• 583-60-8 2-Methylcyclohexanone 
• 32116-62-4 1-methyl-2-oxocyclohexanecarboxylic acid 
• 108-94-1 cyclohexanone 
• 1596247-59-4 2-(trimethylsilyl)ethyl 1-methyl-2-oxocyclohexane-1-carboxylate 
• 812639-25-1 (2E)-2-[(2S)-2-methyl-2-(2-propenyl)cyclohexylidene]hydrazinecarboxamide 
• 16178-87-3 2-methyl-2-allylcyclohexanone 
• 91906-66-0 pimelic acid diallyl ester 
• 111-16-0 heptanedioic acid 
• 7770-41-4 1-methyl-2-oxocyclohexanecarboxylic acid 2-propenyl ester 
• 15022-08-9 diallylcarbonate 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 

Downstream Products

• 812639-20-6 C₁₂H₁₈O₂ 
• 275825-05-3 (S)-2-methyl-2-(4-methylpent-4-en-1-yl)cyclohexanone 
• 812639-24-0 4-((S)-6-Methyl-1,4-dioxa-spiro[4.5]dec-6-yl)-butan-2-one 
• 54725-16-5 Δ³⁽¹⁾-8-Methyl-hydrindenon-(2) 
• 91306-29-5 (S)-2-methyl-2-(3-oxobutyl)-cyclohexanone 
• 4087-39-2 (S)-(+)-4,4a,5,6,7,8-hexahydro-4a-methyl-2(3H)-naphthalenone 

Relevant articles and documents

The inner-sphere process in the enantioselective Tsuji allylation reaction with (S)-t-Bu-phosphinooxazoline liqands

We propose an inner-sphere mechanism explaining the unique performance of the Tsuji asymmetrical allylation reaction using hard prochiral enolate nucleophiles and non-prochiral allyl groups. Using first principles quantum mechanics (B3LYP density function

Asymmetric Catalysis with CO2: The Direct α-Allylation of Ketones

Quaternary stereocenters are found in numerous bioactive molecules. The Tsuji-Trost reaction has proven to be a powerful C-C bond forming process, and, at least in principle, should be well suited to access quaternary stereocenters via the α-allylation of ketones. However, while indirect approaches are known, the direct, catalytic asymmetric α-allylation of branched ketones has been elusive until today. By combining "enol catalysis" with the use of CO2 as a formal catalyst for asymmetric catalysis, we have now developed a solution to this problem: we report a direct, highly enantioselective and highly atom-economic Tsuji-Trost allylation of branched ketones with allylic alcohol. Our reaction delivers products bearing quaternary stereocenters with high enantioselectivity and water as the sole by-product. We expect our methodology to be of utility in asymmetric catalysis and inspire the design of other highly atom-economic transformations.

An Efficient Protocol for the Palladium-Catalyzed Asymmetric Decarboxylative Allylic Alkylation Using Low Palladium Concentrations and a Palladium(II) Precatalyst

Enantioselective catalytic allylic alkylation for the synthesis of 2-alkyl-2-allylcycloalkanones and 3,3-disubstituted pyrrolidinones, piperidinones and piperazinones has been previously reported by our laboratory. The efficient construction of chiral all