73951-65-2

Upstream product

• 824-90-8 1-phenylbut-1-ene 
• 1560-09-4 (Z)-but-1-en-1-ylbenzene 
• 1005-64-7 trans-1-phenyl-1-butene 
• 57205-13-7 α-(phenylthio)butyrophenone 
• 14229-63-1 2-(methylthio)-1-phenylbutan-1-one 
• 73951-62-9 threo-1-phenyl-2-chloro-1-butanol 
• 92922-10-6 R*,S*-2-ethylthio-1-phenyl-1-butanol 
• 77896-89-0 R*,S*-3-ethylthio-4-phenyl-1-butenol-4 
• 5153-67-3 nitrostyrene 
• 14313-57-6 α-Chlor-n-butyrophenon 
• 100-52-7 benzaldehyde 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 94719-19-4 (1R,2S)-1-Phenyl-2-phenylsulfanyl-butan-1-ol 

Downstream Products

• 22607-13-2 1-phenylbutane-1,2-diol 

Relevant academic research and scientific papers

Kinetic resolution ofN-aryl β-amino alcoholsviaasymmetric aminations of anilines

An efficient kinetic resolution ofN-aryl β-amino alcohols has been developedviaasymmetricpara-aminations of anilines with azodicarboxylates enabled by chiral phosphoric acid catalysis. Broad substrate scope and high kinetic resolution performances were afforded with this method. Control experiments supported the critical roles of the NH and OH group in these reactions.

Covalently functionalized carbon nanoparticles with a chiral Mn-Salen: A new nanocatalyst for enantioselective epoxidation of alkenes

A new protocol to obtain carbon nanoparticles (CNPs) covalently functionalized with a chiral Mn-Salen catalyst is described here. The new nanocatalyst (CNPs-Mn-Salen) was tested in the enantioselective epoxidation of some representative alkenes (CN-chromene, 1,2-dihydronaphthalene and cis-β-ethyl styrene), obtaining better enantiomeric excess values than that of the catalyst single molecule, highlighting the role of the nanostructure in the enantioselectivity.

Iterative synthesis of alkenes by insertion of lithiated epoxides into boronic esters

The insertion of lithiated epoxides into boronic esters followed by thermal syn-elimination provides a stereospecific entry to alkenes. This process avoids transition metals and is amenable to iteration to provide higher substitution patterns.

Asymmetric epoxidation of styrene derivatives by styrene monooxygenase from Pseudomonas sp. LQ26: Effects of α- And β-substituents

Recombinant Escherichia coli expressing a styrene monooxygenase, StyAB2, from Pseudomonas sp. LQ26 was applied to synthesize a range of chiral epoxides from conjugated styrene derivatives with excellent (>99%) enantioselectivity in most cases. The substrate preference was studied with a special focus on the steric effect of α- and β-substituents.

Biocatalytic single-step alkene cleavage from aryl alkenes: An enzymatic equivalent to reductive ozonization

(Chemical Equation Presented) O2 can do: Innocuous molecular oxygen O2 is the only reagent needed to perform highly chemoselective biocatalytic single-step alkene-cleavage reactions (see scheme). The products are analogous to those of (reductive) ozonization and related metal-based methods. In contrast neither special equipment nor an additional reducing agent is required. The biocatalytic reaction can be performed at ambient temperature. Depending on the substrate, aldehydes or ketones are obtained.

Novel chiral (salen)MnIII complexes containing a calix[4]arene unit as catalysts for enantioselective epoxidation reactions of (Z)-aryl alkenes

New asymmetric (salen)MnIII and UO2 complexes containing a calix[4]arene unit in the ligand framework were synthesized. The UO2 complexes were characterized by 1H-, 13C-, 2D TOCSY and T-ROESY NMR spectroscopy. Furthermore, the structure of one UO 2 complex was determined by single-crystal X-ray analysis. The data showed that UO2 complexes, which can be considered in first approximation models of the Mn=O oxidant active species, possess a chiral pocket and adopt relevant conformations for the selectivity of the oxygen transfer process. Epoxidation data of model alkenes with the MnIII complexes showed moderate ee values and were not conclusive in indicating that the calix[4]arene unit might be able to influence the selectivity by a molecular recognition mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

ACYCLIC STEREOCONTROL IN THE ADDITION OF γ-ALKYLTHIO-ALLYLBORONATES TO ALDEHYDES

The Z-isomer 10 of the γ-alkylthio-allylboronates adds to aldehydes giving the syn diastereomer 4 of the product homoallyl-alcohol.The E-isomer 12 leads in turn to the anti-diastereomer 5 with a high degree of acyclic stereocontrol.Kinetic diasteroselecti

HIGHLY STEREOSELECTIVE REDUCTION OF α-METHYLTHIO AND α-PHENYLTHIO KETONES---SYNTHESIS OF syn- AND anti-β-METHYLTHIO- AND β-PHENYLTHIOALCOHOLS---

Reduction of α-methylthio and α-phenylthio ketones 1 with L- selectride gave syn-alcohols 2 in high stereoselectivity except when R1 was cyclohexyl group, while reduction with Zn(BH4)2 gave the isomeric anti-alcohols 3 provided R3 was a methyl group.

HIGHLY STEREOSELECTIVE REDUCTION OF β-OXOSULFONIUM SALTS, SYNTHESIS OF trans EPOXIDES

Alkylation of α-methylthio or α-phenylthio ketones 1 with trimethyloxonium tetrafluoroborate and the reduction of the resulting sulfonium salts 5 with NaBH4 followed by the base treatment afforded trans epoxides 8 with high stereoselectivity.