181588-99-8

Basic information

• Product Name: (E)-2-(3-Cyclohexyl-2-propenyloxycarbonyl)cyclopentanone
• Synonyms: (E)-2-(3-Cyclohexyl-2-propenyloxycarbonyl)cyclopentanone
• CAS NO: 181588-99-8
• Molecular Weight: 250.338
• Mol File: 181588-99-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(3-Cyclohexyl-2-propenyloxycarbonyl)cyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(3-Cyclohexyl-2-propenyloxycarbonyl)cyclopentanone(181588-99-8)
• EPA Substance Registry System: (E)-2-(3-Cyclohexyl-2-propenyloxycarbonyl)cyclopentanone(181588-99-8)

Safety Data

• Hazardous Substances Data: 181588-99-8(Hazardous Substances Data)

Upstream product

• 42134-55-4 3-cyclohexyl-2-propen-1-ol 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 

Downstream Products

• 181589-29-7 {(R)-1-((S)-1-Cyclohexyl-allyl)-2-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-cyclopentyl}-methanol 
• 181589-14-0 2-((S)-2-Methoxymethyl-pyrrolidin-1-ylamino)-cyclopent-1-enecarboxylic acid (E)-3-cyclohexyl-allyl ester 

Relevant articles and documents

The first asymmetric Carroll rearrangement diastereo- and enantioselective synthesis of polyfunctional ketones with vicinal quaternary and tertiary stereogenic centers

The first asymmetric Carroll rearrangement opens up an efficient access to highly functionalised ketones 4 and 7 with vicinal quaternary and tertiary stereogenic centres of excellent diastereo- and enantiomeric purity (de = 89-96%, ee = 82 to >98 %) by using the SAMP/RAMP hydrazone methodology. Starting from hydrazones (S)-2, we describe a dianionic and a Lewis acid-mediated variant of the [3.3]-sigmatropic Carroll rearrangement. The relative and absolute configuration of the new stereogenic centres created by C-C bond formation were assigned by X-ray crystallographic analysis of the hydrazones 3h and 3j. VCH Verlagsgesellschaft mbH, 1996.