24568-35-2

Upstream product

• 25169-81-7 meso-2,3-diphenylsuccinic acid dimethyl ester 
• 62142-84-1 (Z)-2,3-diphenyl-2-butene-1,4-diol 
• 4808-48-4 2,3-diphenylmaleic anhydride 
• 5635-16-5 3,4-diphenyl-2(5H)-furanone 
• 103-82-2 phenylacetic acid 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 4403-14-9 3,4-diphenylhexa-1,5-diene 
• 147609-46-9 2-(2E)-(3-phenyl-2-propen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5465-38-3 2,3-diphenyl-succinic anhydride 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 495-71-6 phenacylacetophenone 
• 95479-45-1 2,3-diphenylbut-2-enedial 
• 3306-02-3 1,2-diphenyl-1-cyclobutene 
• 13638-89-6 meso-diethyl 2,3-diphenylsuccinate 

Downstream Products

• 590392-30-6 meso-2,3-dicyclohexylbutane-1,4-diol 
• 1393686-95-7 (3R,4S)-3,4-diphenyltetrahydrofuran 
• 24435-43-6 (2R,3R)-2,3-diphenyl-1,4-butandiol-di-p-tosylat 
• 1857-74-5 (2R,3R)-(-)-2,3-diphenylbutane 
• 109297-16-7 (3R,3'R,4R,4'R)-3,3',4,4'-tetraphenyl-1,1'-ethylenedipyrrolidine 
• 109428-67-3 trans-(3R,4R)-diphenylpyrrolidine 
• 64029-69-2 (2R,3R)-2,3-dicyclohexylbutane-1,4-diol 
• 5635-42-7 (3S,4R)-3,4-diphenyldihydrofuran-2(3H)-one 
• 131252-50-1 meso-1,4-diiodo-2,3-diphenyl-butane 

Relevant academic research and scientific papers

Resolution of C2-symmetric 2,3-diphenylbutane-1,4-diol and purification of diastereomeric 1,4-diphenylbutane-1,4-diol using (S)-proline and boric acid

Racemic 2,3-diphenylbutane-1,4-diol (±)-1 is resolved to obtain the corresponding (R,R)-isomer in 98% e.e. through reaction with (S)-proline and boric acid. Partially resolved (R,R)-(-)-1 and (S,S)-(+)-1 have been enriched to obtain samples of 95 and 97% e.e. through reaction with (S)-proline and boric acid. Diastereomeric 1,4-diphenylbutane-1,4-diol 2 has been purified to obtain the (R,R)-isomer in 98% e.e. using (S)-proline and boric acid.

A facile synthesis of 5,6-dihydro-4H-pyrrolo[3,4-d]thiazole and other pyrrolidine-fused aromatic ring systems via one-step cyclization from diols

A facile synthetic method of 5,6-dihydro-4H-pyrrolo[3,4-d]thiazole, which is a subunit of a potent factor Xa (fXa) inhibitor was developed. This new approach employs one-step cyclization from a diol and can be applied to the syntheses of other pyrrolidine-fused aromatic ring sytems.

Diastereocontrol in asymmetric allyl-allyl cross-coupling: Stereocontrolled reaction of prochiral allylboronates with prochiral allyl chlorides

Palladium-catalyzed allyl-allyl cross-coupling was investigated with substituted prochiral allylic boronates. These reactions deliver products bearing adjacent stereocenters, and the issue of diastereocontrol is therefore paramount. Under appropriately mo

Convenient methods for synthesis of C2-symmetric diphenyltetrahydrothiophenes

Racemic and optically pure (-)-(3R,4R)-3,4-diphenyltetrahydrothiophene, (+)-(2S,5S)-2,5-diphenyltetrahydrothiophene, and (-)-(3S,6S)-3,6-diphenyl-1,2- dithiane were synthesized by use, in the crucial steps, of the easy-to-handle borane systems tetrabutylammonium borohydride-iodine and tetrabutylammonium borohydride-iodomethane. Georg Thieme Verlag Stuttgart.

Ruthenium(salen)-catalyzed aerobic oxidative desymmetrizatin of meso-diols and its kinetics

Chiral (nitrosyl)ruthenium(salen) complexes were found to be efficient catalysts for aerobic oxidative desymmetrization of meso-diols under photoirradiation to give optically active tactols. The scope of the applicability of this reaction ranges widely from acyclic diols to mono-cyclic diols, although fine ligand-tuning of the ruthenium(salen) complexes was required to attain high enantioselectivity (up to 93% ee). In particular, the nature of the apical ligand was found to affect not only enantioselectivity but also kinetics of the desymmetrization reaction. Spectroscopic analysis of the oxidation disclosed that irradiation of visible light is indispensable not only for dissociation of the nitrosyl ligand but also for single electron transfer from the alcohol-bound ruthenium ion to dioxygen.

Enantioselective synthesis of 2,3-diphenyl-1,4-butanediol via oxidative coupling of phenylacetic acid chiral 1,1'-bi-2-naphthyl ester using TiCl4/Et3N

Oxidative coupling of phenylacetic acid ester of homochiral 1,1'-bi-2-naphthol 2 was achieved by reaction with TiCl4/Et3N to obtain the corresponding 2,3-diphenylsuccinic acid derivative 3, which on reduction using the NaBH4/su

A New Preparative Method for (E)-2,3-Diarylbut-2-enedials

Reaction of 1,2-diaryl-3,4-dibromocyclo-but-1-enes (4) with silver perchlorate in the presence of water gave (E)-2,3-diarylbut-2-enedials (5), which when treated with acid were converted into 2,3-diarylbut-2-en-4-olides (6).