690660-87-8

Basic information

• Product Name: Cyclohexanone, 2-benzoyl-3-ethyl-, (2R,3S)-rel- (9CI)
• Synonyms: Cyclohexanone, 2-benzoyl-3-ethyl-, (2R,3S)-rel- (9CI)
• CAS NO: 690660-87-8
• Molecular Formula: C15H18O2
• Molecular Weight: 230.30222
• Product Categories: ETHYL
• Mol File: 690660-87-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclohexanone, 2-benzoyl-3-ethyl-, (2R,3S)-rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-benzoyl-3-ethyl-, (2R,3S)-rel- (9CI)(690660-87-8)
• EPA Substance Registry System: Cyclohexanone, 2-benzoyl-3-ethyl-, (2R,3S)-rel- (9CI)(690660-87-8)

Safety Data

• Hazardous Substances Data: 690660-87-8(Hazardous Substances Data)

Upstream product

• 930-68-7 cyclohexenone 
• 100-52-7 benzaldehyde 
• 81039-06-7 2-benzoylcyclohex-2-en-1-one 
• 557-20-0 diethylzinc 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 6026-86-4 methyl 4-formylbutanoate 
• 190522-50-0 7-oxo-7-phenylhept-5-enenitrile 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Stereoselective Multicomponent Reactions Using Zincate Nucleophiles: β-Dicarbonyl Synthesis and Functionalization

A general strategy for conjugate addition-C-acylation that enables the synthesis of enantioenriched β-dicarbonyl compounds is described. A novel method for derivatizing these adducts by stereo- and site-selective zinc-catalyzed addition of alkyllithium reagents is also reported. These reactions can be performed in tandem to achieve an enantio- and diastereoselective four-component coupling. The in situ generation of weakly basic lithium zincate species is central to the success of all three transformations.

Asymmetric conjugate additions to 1,1′-diactivated cyclic enones-a comparative study

A study of copper-phosphoramidite-catalysed ZnR2 and AlR3 additions to 1,1′-dicarbonyl-activated cyclic Michael acceptors has revealed high enantioselectivities for AlR3 (R = Me, Et) 1,4-addition to a range of 3-acylcoumarins (85-98% ee, trans:cis ～90:10) using commercial or readily available ligands. Large substituents at the 6-position, and to some extent at the 5-position, of the coumarin are less well tolerated, nor is truncation of the coumarin motif to a comparable 2-acylcyclohexenone (ee values up to 78%).

Copper-Catalyzed Tandem Conjugate Addition-Electrophilic Trapping: Ketones, Esters, and Nitriles as Terminal Electrophiles

Exposure of enone substrates 1a?18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones, esters, and nitriles as terminal electrophiles in Cu-catalyzed conjugate addition?electrophilic trapping. Copyright