70980-27-7

Upstream product

• 96293-27-5 (E)-8-oxooct-2-enoic acid methyl ester 
• 13672-64-5 methyl (2-oxocyclohexyl)acetate 
• 2981-10-4 1-(cyclohex-1-en-1-yl)piperidine 
• 78002-45-6 (dichloro-6,6 bicyclo<3.1.0>hexyl-2)acetates de methyle 
• 78002-47-8 ((1R,2R,5S)-6,6-Dichloro-bicyclo[3.1.0]hex-2-yl)-acetic acid 
• 78002-47-8 acides(dichloro-6,6-bicyclo<3.1.0>hexyl-2)acetiques 
• 78002-59-2 γ-lactone de l'acide(chloro-2hydroxy-3cyclohexenyl-4)acetique-cis 
• 20006-86-4 (cyclopentenyl-3)acetate de methyle 
• 78002-58-1 (chloro-2hydroxy-3cyclohexenyl-4)acetate de methyle-cis 

Downstream Products

• 6051-03-2 cis-hexahydrobenzofuran-2(3H)-one 

Relevant academic research and scientific papers

Intramolecular Electroreductive Cyclization

Unsaturated esters, linked to a carbonyl unit by a chain of variable length, served as substrates for an investigation of intramolecular electroreductive cyclization; an efficient and reliable method for the preparation of γ-hydroxy esters has been devise

Reduction of alkyl (2-oxocyclohexyl)acetates by baker's yeast.

Baker's yeast reduction of methyl and ethyl (2-oxocyclohexyl) acetates proceeded with enantio- and diastereo-selectivity, affording the corresponding (2S)-trans-alcohols (major), (2S)-cis-alcohols (minor), and the unaltered (1S)-ketones with high optical purity.

Stereoselectivity in hydrosilylative reduction of substituted cyclohexanone derivatives with chiral rhodium-bis(oxazolinyl)pyridine catalyst

Stereoselectivity in the reduction of substituted cyclohexanones, 4-tert-butylcyclohexanone, 2-methylcyclohexanone, 2-phenylcyclohexanone, and 2-methoxycarbonyl-methylcyclohexanone, was examined with chiral rhodium-bis(oxazolinyl)pyridine catalyst and diphenylsilane. 4-tert-Butylcyclohexanone gave the corresponding trans(equatorial)-alcohol predominantly; the ratio of the trans/cis alcohols, 67:33. Other 2-substituted cyclohexanones showed exclusive enantioselectivities for each diastereomer in terms of the kinetic resolution; e.g. from 2-phenylcyclohexanone, 99% ee of (1S,2R)-trans-2-phenylcyclohexanol and 96% ee of (1S,2S)-cis-2-phenylcyclohexanol in 92% yield (the trans/cis ratio = 51:49).

Ouverture de dichlorocyclopropanes en presence d'un nucleophile interne. Absence de participation intramoleculaire. Rearrangement concerte en chlorures allyliques

It is shown that a conveniently placed internal nucleophile (carboxyl group) is not involved with the rearrangement of a diclorocyclopropane into an allylic chloride.This result appears to support a concerted mechanism of a ?s2 + ?a2 type for this rearrangement.In the products obtained, the allylic chloride may undergo displacement either by solvent (H2O), leading to alcohols, or by the internal carboxyl group, leading to a lactone.