74502-18-4

Upstream product

• 930-68-7 cyclohexenone 
• 108-24-7 acetic anhydride 
• 108-22-5 Isopropenyl acetate 
• 74502-23-1 1,2-Diacetoxy-cyclohex-3-enecarboxylic acid 

Downstream Products

• 132746-89-5 (+)-(R)-4-hydroxycyclohex-2-enone 
• 121652-00-4 (S)-(-)-4-hydroxy-2-cyclohexan-1-one 
• 103-82-2 phenylacetic acid 
• 96244-46-1 endo-1,4-diacetoxytricyclo<6.2.2.0^2,7>dodeca-3,9-diene 
• 96194-84-2 exo-1,4-diacetoxytricyclo<6.2.2.0^2,7>dodeca-3,9-diene 

Relevant academic research and scientific papers

ACYLOXY- AND PHOSPHORYLOXY-BUTADIENE-FE(CO)3 COMPLEXES AS ENZYME-TRIGGERED CO-RELEASING MOLECULES

The present invention provides acyloxy- and phosphoryloxy-butadiene-Fe(CO)3 complexes which can deliver carbon monoxide to a physiological target, wherein release of carbon monoxide can be enzymatically-triggered. The present invention also pro

Acyloxybutadiene tricarbonyl iron complexes as enzyme-triggered CO-releasing molecules (ET-CORMs): A structure-activity relationship study

A series of η4-acyloxycyclohexadiene-Fe(CO)3 complexes was prepared and fully characterized by spectroscopic methods including single crystal X-ray diffraction. For this purpose a new synthetic access to differently acylated 1,3- and 1,5-dienol-Fe(CO)3 complexes was developed. The enzymatically triggered CO release from these compounds was monitored (detection of CO through GC and/or by means of a myoglobin assay) and the anti-inflammatory effect of the compounds was assessed by a cellular assay based on the inhibition of NO-production by inducible NO synthase (iNOS). It was demonstrated that the properties (rate of esterase-triggered CO release, iNOS inhibition, cytotoxicity) of the complexes strongly depend on the substitution pattern of the π-ligand and the nature of the acyloxy substituent.

Acyloxybutadiene iron tricarbonyl complexes as enzyme-triggered CO-releasing molecules (ET-CORMs)

(Chemical Equation Presented) Molecular hazardous materials transport: Enzyme-triggered CO-releasing molecules (ET-CORMs) offer new options for the delivery of CO. The cleavage of dienylester iron tricarbonyl complexes by an esterase under mild oxidative

Olefin Radical Cation Cycloadditions

Radical-cation cyclodimerizations of electron-rich cyclic 1,3-dienes and radical-cation Diels-Alder reactions of these dienes with several electron-rich olefins have been investigated.In some cases the efficiency of the electron transfer could be increased if the electron acceptors were combined with LiClO4 (special salt effect).The dimerization of 1,3-cyclohexadiene (7a) , as well as 1-acetoxy- and 1-methoxy-1,3-cyclohexadiene (7b, 7c) with several electron acceptors yielded endo-selectively the Diels-Alder dimers.The formation of the Diels-Alder products via radical-ion intermediates could be demonstrated by quenching experiments.In addition, cyclobutane dimers were also formed, mostly through triplet-reaction channels., Only in the case of 1-acetoxy-1,3-cyclohexadiene (7b) photochemically induced electron transfer is involved as well, as shown by quenching experiments.Some of these Diels-Alder dimerizations are indicated by a characteristic concentration dependence, i.e. the endo dimers were preferably formed at low diene concentrations, whereas high diene concentrations favored the exo adducts.In the reaction sensitized by 1,4-dicyanonaphthalene (2) these concentration effects could be emphasized by differently strong quenching of the different products.Concentration and quenching effects indicate the involvement of different radical-ion intermediates.Crossed Diels-Alder reactions usually ran endo-selectively.Here, quenching of product formation with 1,2,4-trimethoxybenzene (TMB) indicated the involvement of radical intermediates as well.