109062-54-6

Upstream product

• 6786-21-6 6,7-dioxabicyclo[3.2.2]nona-8-ene 
• 876938-53-3 Cyclohepta-1,3-diene 
• 91928-32-4 Trifluoro-acetic acid (1R,4S)-4-acetoxy-cyclohept-2-enyl ester 
• 92489-91-3 meso-2-cycloheptene-1,4-diyl diacetate 
• 53762-86-0 (1R,4S)-cyclohept-2-ene-1,4-diol 

Downstream Products

• 238072-72-5 (1R,2S,7S)-6-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-bicyclo[5.1.0]octan-2-ol 
• 443302-68-9 C₂₁H₃₀O 
• 443302-67-8 C₂₁H₃₂O 
• 238072-81-6 C₂₃H₃₁N 
• 238072-74-7 C₂₃H₃₁N 
• 238072-73-6 C₂₁H₃₀O 
• 238072-71-4 C₂₇H₄₆OSi 

Relevant academic research and scientific papers

A straightforward stereoselective synthesis of meso-, (S,S)- and (R,R)-2,6-diaminopimelic acids from cis-1,4-diacetoxycyclohept-2-ene

A straightforward synthesis of meso-2,6-diaminopimelic acid (DAP) meso-1 was developed from 1,4-diacetoxycyclohept-2-ene (2) via an oxidative ring cleavage. Subsequently, an enantio-divergent synthesis of (S,S)- and (R,R)-1 was performed using a homochiral monoacetate 7 available from2 by enzymatic desymmetrization.

Enzymatic Hydrolysis of 3,7-Diacetoxycycloheptene Derivatives

Hydrolysis of 3,7-diacetoxycycloheptene using electric eel acetylcholinesterase gives optically pure (3R,7S)-3-hydroxy-7-acetoxycycloheptene, and hydrolysis using lipase enzyme from Candida cyclindracea gives which same hydroxy acetate, but in only 44percent enantiomeric excess, in contrast to the normal behaviour of lipase which gives (S) alcohols for related hydrolyses; 3,7-diacetoxy-4,6-dimethylcycloheptene (10) is not hydrolysed by acetylcholinesterase, but is readily hydrolysed by lipase to give (3S,4R,6S,7R)-3-hydroxy-7-acetoxy-4,6-dimethylcycloheptene.

Enantioselective binding of an 11-cis-locked cyclopropyl retinal. The conformation of retinal in bovine rhodopsin

(equation presented) Binds to Opsin Does Not Bind to Opsin The conformation of the retinal chromophore in rhodopsin is central for understanding the visual transduction process. The absolute twist around the 12-s bond of the chromophore in rhodopsin has b

Enzyme and palladium catalysis as a powerful combination in asymmetric transformations of meso-2-alkene-1,4-diol derivatives. Application to enantiodivergent synthesis of (R)- and (S)-(2,4-cycloalkadienyl)acetic acids

Enzymatic hydrolysis of meso-diacetates cis-1,4-diacetoxy-2-cyclo-hexene (4a) and cis-1,4-diacetoxy-2-cycloheptene (4b) was used to prepare enantiomerically pure (> 98% ee) 4-acetoxy-2-cyclohexenol (5a) and 4-acetoxy-2-cycloheptenol (5b), respectively. Th

Enzymatic Asymmetrization of meso-2-Cycloalken-1,4-diols and Their Diacetates in Organic and Aqueous Media

meso-2-Cycloalken-1,4-diols or the corresponding diacetates with five-, six-, and seven-membered rings were subjected to enzymatic asymmetrizations utilizing a recombinant version of lipase B from Candida antarctica (Novo SP-435) in organic or aqueous media.

PALLADIUM-CATALYZED 1,4-ACETOXY-TRIFLUOROACETOXYLATION OF 1,3-DIENES

Palladium-catalyzed oxidation of conjugated dienes in acetic acid containing CF3COOH/LiOOCCF3 results in the formation of 1-acetoxy-4-trifluoroacetoxy-2-alkenes.