127708-79-6

Upstream product

• 4556-09-6 2-phenylcyclohex-2-enone 
• 32363-86-3 2-phenylcyclohex-2-enol 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 

Downstream Products

• 928292-35-7 2-phenyl-1-vinyloxy-2-cyclohexene 
• 72657-59-1 6-Phenylbicyclo<3.2.0>heptan-6-ol 
• 156451-84-2 3-phenylcyclohept-3-en-1-ol 
• 52689-05-1 1-phenylbicyclo[4.1.0]heptan-2-ol 

Relevant academic research and scientific papers

Are bis(pyridine)iodine(i) complexes applicable for asymmetric halogenation?

Enantiopure halogenated molecules are of tremendous importance as synthetic intermediates in the construction of pharmaceuticals, fragrances, flavours, natural products, pesticides, and functional materials. Enantioselective halofunctionalizations remain

The palladium-catalyzed aerobic kinetic resolution of secondary alcohols: Reaction development, scope, and applications

The first palladium-catalyzed enantioselective oxidation of secondary alcohols has been developed, utilizing the readily available diamine (-)-sparteine as a chiral ligand and molecular oxygen as the stoichiometric oxidant. Mechanistic insights regarding the role of the base and hydrogen-bond donors have resulted in several improvements to the original system. Namely, addition of cesium carbonate and tert-butyl alcohol greatly enhances reaction rates, promoting rapid resolutions. The use of chloroform as solvent allows the use of ambient air as the terminal oxidant at 23°C, resulting in enhanced catalyst selectivity. These improved reaction conditions have permitted the successful kinetic resolution of benzylic, allylic, and cyclopropyl secondary alcohols to high enantiomeric excess with good-toexcellent selectivity factors. This catalyst system has also been applied to the desymmetrization of meso-diols, providing high yields of enantioenriched hydroxyketones.

Isotopic labeling for determination of enantiomeric purity by 2H NMR spectroscopy

(Chemical Equation Presented) The use of 2H NMR spectroscopy as a tool for the analysis of enantiomeric purity is reported. Enantiopure isotopically chiral substrates bearing a monodeuterated methylene unit were prepared; introduction of an add

Oxidative kinetic resolution-Claisen rearrangement sequence to enantioenriched arylcycloalkenes

The Pd-catalyzed oxidative kinetic resolution of secondary alcohols afforded enantioenriched allylic alcohols with high selectivity. These alcohols were transformed into arylcycloalkenes with enantioenriched tertiary and quaternary stereocenters through a

Asymmetric transfer hydrogenation of α,β-unsaturated, α-tosyloxy and α-substituted ketones

Asymmetric transfer hydrogenation of cyclic and acyclic α,β-unsaturated ketones catalysed by η6-p-cymene/ ruthenium(II) and η5-pentamethylcyclopentadienyl/rhodium(III) complexes have been investigated. Cyclic α,β-unsaturated ketones appeared to be more suitable substrates for the synthesis of enantiomerically pure allylic alcohols than do acyclic α,β-unsaturated ketones. A proposed mechanism for the formation of 4-phenyl-[1,3]-dioxolan-2-one from α-tosyloxy- and halo-substituted acetophenones is discussed. The results of further investigations into the reduction of a range of α- tosyloxyacetophenones and the dynamic kinetic resolution of α-substituted ketones is presented.

Asymmetric reduction of cyclic enones to allylic alcohols

Asymmetric transfer hydrogenation of cyclic enones results in highly enantioselective reduction to cyclic allylic alcohols.