56881-77-7

Upstream product

• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 
• 56881-74-4 8-methyl-non-8-ene-2,6-dione 
• 66262-13-3 2-methoxy-2-methyl-6-(2-methyl-2-propen-1-yl)-3,4dihydro-2H-pyran 
• 917-54-4 methyllithium 
• 192815-46-6 ethyl 2-(3-phenylselanyl-2-cyclohexenyliden)acetate 
• 64331-96-0 2-methyl-2-methoxy-3,4-dihydropyran 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 33324-92-4 (2-methylallyl)magnesium bromide 
• 56881-73-3 1-(3-cyanopropyl)-1-methyl-2,5-dioxolane 
• 88841-83-2 3-(Phenylseleno)-2-cyclohexen-1-one 
• 56671-82-0 3-Iodocyclohex-2-enone 

Downstream Products

• 1103917-06-1 (S)-3-methyl-3-(2-methylprop-1-enyl)cyclohexanone 
• 1402434-85-8 (S)-3-ethyl-3-(2-methylprop-1-enyl)cyclohexanone 
• 1609386-47-1 3-(2-methylprop-1-en-1-yl)-3-phenylcyclohexanone 

Relevant academic research and scientific papers

Application of the semi-pinacol rearrangement towards the generation of alkenyl-substituted quaternary carbon centres

The semi-pinacol rearrangement has been carried out on 2-methyl-2,3-epoxy- cyclopentanone derivatives, generating alkenyl-substituted quaternary carbon centred aldols with a defined relative stereochemistry. The Royal Society of Chemistry 2006.

Formation of quaternary stereogenic centers by NHC-Cu-catalyzed asymmetric conjugate addition reactions with Grignard reagents on polyconjugated cyclic enones

The copper-catalyzed conjugate addition of various Grignard reagents to polyconjugated enones (dienone and enynone derivatives) is reported. The catalyst system, composed of copper triflate and an NHC ligand, led to the unusual selective formation of the 1,4-addition products. This reaction allows for the creation of all-carbon chiral quaternary centers with enantiomeric excesses up to 99 %. The remaining unsaturation on the 1,4 adducts give access to valuable synthetic transformations. Copyright

Regiodivergent 1,4 versus 1,6 asymmetric copper-catalyzed conjugate addition

(Chemical Equation Presented) Metal matters: A highly regiodivergent copper-catalyzed asymmetric conjugate addition to α,β and γ,δ Michael acceptors is described. Zinc and aluminum reagents afford the 1,6 adduct with good to moderate enantioselectivity in the presence of ligand 1 (see scheme). In contrast, Grignard reagents used with hydroxy imidazolium ligand 2 afforded the 1,4 adduct with excellent ee values.

Carbonyl transposition on organoselenium compounds

Carbonyl conjugated vinylic selenides undergo 1,3 and 1,5-carbonyl transposition sequences through organometallic reagents addition reactions followed by acid hydrolysis.

CYCLIC VINYL ETHER CARBANIONS-II PREPARATION AND APPLICATIONS TO THE SYNTHESIS OF CARBONYL COMPOUNDS

Conditions for metalation of a variety of cyclic vinyl ethers and reaction of the resulting carbanions with electrophiles are described.Effects of the vinyl ether structure on the relative rates of metalation are discussed.Applications of this methodology