73408-05-6

Upstream product

• 4392-24-9 Cinnamyl bromide 
• 141423-26-9 (S)-4-benzyl-3-((R,E)-2-methyl-5-phenylpent-4-enoyl)oxazolidin-2-one 
• 104554-86-1 (+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one 
• 171483-81-1 (E)-(2R)-5-Phenyl-2-methyl-4-pentenoic acid 

Downstream Products

• 128329-60-2 Methanesulfonic acid (E)-(R)-2-methyl-5-phenyl-pent-4-enyl ester 
• 2938-98-9 (R)-2-methylbutane-1,4-diol 
• 281214-26-4 (R)-2-methylbutane-1,4-diyl bis(4-methylbenzenesulfonate) 
• 104554-88-3 (2S,4'R,6'E)-1-(2',4'-dimethyl-7'-phenyl-6'-heptenoyl)-2-(hydroxymethyl)pyrrolidine 
• 104554-89-4 (4R,6E)-2,4-dimethyl-7-phenyl-6-heptenoic acid 
• 128329-61-3 (4R,6E)-2,4-dimethyl-7-phenyl-6-hepten-1-ol 
• 149157-44-8 <3(2R,3R,4S,5S,6R,8E),4R>-3-(3,5-dihydroxy-2,4,6-trimethyl-1-oxo-9-phenyl-8-nonenyl)-4-(phenylmethyl)-2-oxazolidinone 
• 141423-25-8 <<3-(2R,4S,5S,6R,8E),4R>-3-(5-Hydroxy-2,4,6-trimethyl-1,3-dioxo-9-phenyl-8-nonenyl)-4-(phenylmethyl)>-2-oxazolidinone 
• 104554-87-2 (2R,4E)-1-iodo-2-methyl-5-phenyl-4-pentene 

Relevant academic research and scientific papers

Catalytic asymmetric claisen rearrangement of unactivated allyl vinyl ethers

Nearly a century after their original discovery, catalyzed enantioselective variants of the venerable Claisen rearrangement remain relatively rare. We have discovered a cooperative transition metal-Lewis acid cocatalyst system that affects highly enantio- and diastereoselective examples of archetypical Claisen rearrangements. The catalyzed rearrangements proceed using an easily prepared enantioenriched transition metal catalyst and a commercially available Lewis acid cocatalyst at ambient temperature in common solvents.

Highly enantioselective synthesis of atropisomeric anilide derivatives through catalytic asymmetric N-arylation: Conformational analysis and application to asymmetric enolate chemistry

In the presence of (R)-DTBM-SEGPHOS-Pd(OAc)2 catalyst, N-arylation (aromatic amination) of various o-tert-butylanilides with p-iodonitrobenzene proceeds with high enantioselectivity (88-96% ee) to give atropisomeric N-(p-nitrophenyl)anilides having an N-C chiral axis in good yields. Atropisomeric anilide products highly prefer to exist as the E-rotamer which has trans-disposed o-tert-butylphenyl group and carbonyl oxygen. The application of the present catalytic enantioselective N-arylation to an intramolecular version gives atropisomeric lactam derivatives with high optical purity (92-98% ee). The reaction of the lithium enolate prepared from the atropisomeric anilide and lactam products with various alkyl halides gives α-alkylated products with high diastereoselectivity (diastereomer ratio = 13:1 to 46:1).

Studies directed toward the synthesis of the rutamycins. Assemblage of the polypropionate region of rutamycin B

The asymmetric synthesis of the polypropionate segment of rutamycin B is reported. In this convergent synthesis the construction of the C1-C8 and C9-C17 subunits and their union through a double stereodifferenti

TOTAL SYNTHESIS OF THE IONOPHORE ANTIBIOTIC IONOMYCIN. ASYMMETRIC SYNTHESIS OF THE C1-C10 AND C11-C16 SYNTHONS.

Asymmetric synthesis of the synthons 1 and 3 are described.Absolute stereochemical relationships in these intermediates have been established via chiral enolate and directed hydrogenation processes.