130548-11-7

Upstream product

• 14222-20-9 1R,2R-N-methylpseudoephedrine 
• 1201-56-5 (1S,2S)-N-Methylpseudoephedrine 
• 766-90-5 cis-1-phenyl-1-propylene 
• 4541-87-1 cis-1-phenylpropene oxide 
• 873-66-5 1-propenylbenzene 
• 95-20-5 2-methyl-1H-indole 
• 637-50-3 1-phenylpropene 
• 93-55-0 1-phenyl-propan-1-one 
• 103-79-7 1-phenyl-acetone 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 160332-15-0 (+)-(1S,2S)-1-phenyl-1-chloro-2-propanol 
• 160332-19-4 (-)-(1R,2R)-1-phenyl-2-chloro-1-propanol 
• 4773-35-7 1-chloro-1-phenylpropan-2-one 
• 6084-17-9 2-chloro-1-phenylpropan-1-one 

Downstream Products

• 39615-80-0 d,l-1-phenyl-2-methyl-4-penten-2-ol 
• 74333-46-3 anti-2-phenyl-5-hexen-3-ol 
• 74333-47-4 phenyl-2 hexene-5 ol-3 
• 120318-52-7 3-phenylhex-5-en-3-ol 
• 698-87-3 3-phenyl-2-propanol 

Relevant academic research and scientific papers

Mn(III) complexes of chiral 'salen' type ligands derived from carbohydrates in the asymmetric epoxidation of styrenes

A strategy for the synthesis of new chiral salen type ligands derived from α-D-glucose and α-D-mannose is described. The compounds were obtained by introducing appropriate functions at the C2 and C3 positions of the sugar ring. The efficiency of the compl

Enantioselective epoxidation of β-methylstyrene catalyzed by immobilized Mn(salen) catalysts in different mesoporous silica supports

Mesoporous silica-supported chiral Mn(salen) catalysts were prepared and evaluated in the heterogeneous asymmetric epoxidation of β-methylstyrene with NaClO as an oxidant. Homogeneous and immobilized Mn(salen) catalysts exhibit similar cis/trans ratios an

α-Fluoro decalones as chiral epoxidation catalysts: Fluorine effect

Three rigid monofluorinated trans-decalones 4a, 5e, and 6e (90% ee) have been synthesized from commercially available (-)-(R)-methyl naphthalenone (90% ee). Their structures have been fully characterized (NMR, X-ray): ketones 4a and 5e are Me,F-disubstituted α to the carbonyl with the fluorine axial and equatorial, respectively, while ketone 6e is F-monosubstituted α to the carbonyl with the fluorine equatorial. The use of these ketones as chiral catalysts for the epoxidation of trans-olefins (such as stilbene, β-methylstyrene and p-methoxy cinnamate) through the formation of dioxiranes shows (i) that dioxiranes with an equatorial fluorine α to the dioxirane ring are less reactive and provide lower ee's than dioxiranes with an axial fluorine and having the same chirality and (ii) that an axial methyl α to the dioxirane ring is significantly less efficient than a fluorine. The results corroborate Armstrong and Houk's theoretical model and our first hypothesis to rationalize the inverted enantioselectivities observed using α-fluorinated cyclohexanones having the same chirality, i.e.: rapid ring inversion (Curtin-Hammett principle) allows the dioxirane conformation to have the fluorine axial (even if less populated than the other) to contribute significantly to the epoxidation reaction.

Asymmetric epoxidation of cis-alkenes mediated by iminium salts: Highly enantioselective synthesis of levcromakalim

(Chemical Equation Presented) A range of cis-substituted olefins has been epoxidized with a new dihydroisoquinolinium salt catalyst, using tetraphenylphosphonium monoperoxysulfate as the stoichiometric oxidant, giving ee's of up to 97%. The reaction has been used as the key step in an enantioselective synthesis of the antihypertensive agent levcromakalim.

Oxygen-atom transfer from iodosylarene adducts of a manganese(IV) salen complex: Effect of arenes and anions on I(III) of the coordinated iodosylarene

This paper reports preparation, characterization, and reactivity of iodosylarene adducts of a manganese(IV) salen complex. In order to systematically investigate steric and electronic factors that control reactivity and selectivity, we prepared iodosylare

Catalytic enantioselective oxidation of alkanes and alkenes using (salen)manganese complexes bearing a chiral binaphthyl strapping unit

A (salen)manganese(III) complex bearing a chiral binaphthyl strapping unit catalyzes the enantioselective hydroxylation of indane (up to 34percent ee) and the epoxidation of alkenes (up to 93percent ee) with iodosylbenzene.

Polymer-supported (Salen)Mn catalysts for asymmetric epoxidation: A comparison between soluble and insoluble matrices

This paper describes the synthesis of both soluble and insoluble polymer-supported chiral (salen)Mn complexes and their use in asymmetric epoxidation reactions. These studies were undertaken to establish whether high enantioselectivities could be achieved

Synthesis and X-ray crystal structure of a chiral molybdenum porphyrin and its catalytic behaviour toward asymmetric epoxidation of aromatic alkenes

Reaction of M(CO)6 with H2P* (5,10,15,20-tetrakis-{(1S,4R,5R,8S)-1,2,3,4,5,6,7,8-octahydro-1,4:5,8- dimethanoanthracene-9-yl}porphyrin) followed by treatment with methanol afforded [MoVO(P*)(OMe)] (1) in ~80% yield. Comple

The elpaN-salen series: Multifunctional ligands based on D-glucose for the Mn(III)-catalyzed enantioselective epoxidation of styrenes

It is described the simple design of a series of N,N′,O,O′- chiral ligands (elpaN-salen-H2), which represent a subset of the elpaN-type library of ligands based on β-1,2-D-glucodiamine. The corresponding Mn(III) complexes were examined in the asymmetric epoxidation of styrenes with satisfactory results, e.g. cis-β-methylstyrene was functionalised in ees up to 88%.

Catalytic Asymmetric Epoxidation of Unfunctionalized Alkenes Using the First D4-Symmetric Metallotetraphenylporphyrin

The condensation of the resolved C2-symmetric benzaldehyde, 1,2,3,4,5,6,7,8-octahydro-1:4,5:8-dimethanoanthracene-9-carboxaldehyde, with pyrrole produced a new chiral tetraphenylporphyrin exhibiting D4 symmetry.A manganese chloride complex of this porphyrin was used as a catalyst (0.5 mol percent) for the asymmetric epoxidation of aromatic-substituted alkenes in the presence of excess sodium hypochlorite, providing for terminal or Z alkene yields above 90 percent and enantioselectivities ranging from 41 to 76 percent ee.