59415-77-9

Upstream product

• 67-56-1 methanol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 64-17-5 ethanol 
• 76152-75-5 trans-4-methoxycyclohex-2-ene-1-ol 
• 76152-75-5 cis-4-methoxycyclohex-2-ene-1-ol 
• 86254-38-8 Carbonic acid (1S,4R)-4-methoxy-cyclohex-2-enyl ester methyl ester 
• 86254-38-8 Carbonic acid (1S,4S)-4-methoxy-cyclohex-2-enyl ester methyl ester 

Relevant academic research and scientific papers

D-proline derivatives

New compounds have the formula: wherein R, R1, X and Y have the meanings described herein. Methods are set forth for synthesizing these compounds and using these compounds to treat diseases associated with amyloidosis, such as Alzheimer's disease, maturity onset diabetes mellitus, familial amyloid polyneuropathy, scrapie, and Kreuzfeld-Jacob disease.

Multistep electron transfer in palladium-catalyzed aerobic oxidations via a metal macrocycle-quinone system

Selective palladium-catalyzed aerobic conditions of olefins and conjugated dienes with the aid of a metal macrocycle-quinone system have been developed. This involves a multistep electron transfer with three catalysts (Pd(OAc)2, hydroquinone, metal macrocycle). The triple catalytic system was applied to (i) 1 ,4-oxidation of conjugated dienes (1,4-diacetoxylation and 1,4-dialkoxylation), (ii) oxidation of terminal olefins to ketones, and (iii) allylic oxidation of cyclic olefins to 2-alken-1-yl acetates. The reactions occur under very mild conditions, (i) and (ii) at room temperature and (iii) at 60 °C, and are reminiscent of aerobic processes occurring in living organisms. Thus, there is an electron transfer from the substrate to Pd(II) giving Pd(0), followed by another electron transfer from Pd(0) to benzoquinone. The hydroquinone thus formed transfers electrons to the oxidized form of the metal macrocycle, which is reduced. The latter is reoxidized by electron transfer to molecular oxygen. A number of metal macrocycles such as metal(salen) complexes Co(salophen), Co(TPP), and iron phthalocyanine (Fe(Pc)) were tested as oxygen-activating complexes. In the 1,4-diacetoxylation of 1,3-dienes, and in the allylic oxidation, several of these metal macrocycles gave good results. In the 1,4-dialkoxylation of 1,3-dienes and in the oxidation of terminal olefins to ketones, which occur in the presence of a strong acid, only Fe(Pc) survived the reaction conditions.

Stereo- and Regioselective Palladium-Catalyzed 1,4-Dialkoxylation of Conjugated Dienes

A mild method for stereo- and regioselective 1,4-dialkoxylation of conjugated dienes was developed.The reaction is catalysed by palladium(II), and p-benzoquinone is used as the oxidant.It was found that the reaction rate depended on the presence of catalytic amounts of a strong acid.The role of the acid is probably 2-fold: (i) to create a cationic (?-allyl)palladium intermediate and (ii) to protonate the oxygen in the coordinated benzoquinone in the (?-allyl)palladium(benzoquinone) intermediate.

STEREOCHEMISTRY OF ALLYLIC CARBON-OXYGEN AND CARBON-CARBON BOND FORMATION IN PALLADIUM-CATALYZED DECARBOXYLATION OF ALLYLIC CARBONATES AND ACETOACETATES

Palladium-catalyzed decarboxylation of allylic carbonates(cis- and trans-4) and allylic acetoacetates (cis- and trans-5) results in carbon-oxygen and carbon-carbon bond formation with both retention and inversion of configuration at the allylic position.T