123166-19-8

Upstream product

• 131139-97-4 (1R,2R,1'R,2'R)-2'-Hydroxycyclohexyl 2-phenylcyclopentane-1-carboxylate 
• 182689-51-6 Acetic acid (1R,4S,5R)-4-acetoxymethyl-5-phenyl-cyclopent-2-enylmethyl ester 
• 107408-77-5 (E)-6-chloro-2-hexenoyl chloride 
• 1399841-23-6 (R)-ethyl 2-phenylcyclopent-2-enecarboxylate 
• 1399841-24-7 (R)-(2-phenylcyclopent-2-en-1-yl)methanol 
• 1399840-63-1 (E)-ethyl 2-benzoyl-6-hydroxyhex-4-enoate 
• 1399840-86-8 (E)-ethyl 2-benzoyl-6-oxohex-4-enoate 
• 1399841-01-0 (1S,4R,5S)-ethyl 7-oxo-5-phenyl-6-oxabicyclo[3.2.0]heptane-4-carboxylate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 591-51-5 phenyllithium 
• 123126-64-7 N-(1-cyclopentenylmethylidene)cyclohexylamine 
• 116386-68-6 (S)-4-(1-Methylethyl)-3-(1-oxo-4-pentenyl)-2-oxazolidinone 
• 98-88-4 benzoyl chloride 
• 131140-05-1 (1'R,2'R)-2'-Hydroxycyclohexyl (E)-6-chloro-2-hexenoate 

Downstream Products

• 81496-54-0 (1R,2R)-(-)-1-formyl-2-phenylcyclopentane 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of antiviral carbocyclic nucleosides: Asymmetric hydrolysis of meso-3,5-bis(acetoxymethyl)cyclopentenes using Rhizopus delemar lipase

7-Substituted norbornadienes were stereoselectively converted into the meso-3,5-bis(acetoxymethyl)cyclopentenes by a three-step sequence of ozonolysis, reduction, and acetylation. Rhizopus delemar lipase (RDL)-catalyzed asymmetric hydrolysis of meso-3,5-bis(acetoxymethyl)cyclopentenes afforded the monoalcohols of high enantiomeric purities (> 95% ee) in good yields (64-95%). The obtained monoalcohols 11 and 14 could be applied for the synthesis of antiviral carbocyclic nucleosides (-)-carbovir and (-)-BCA.

Convergent Evolution of Diastereomeric Mixtures of 5-Methoxy-pentylzirconocenes toward Trans-1,2-substituted Cyclopentanes

The access to 1,2- and 1,1,2-substituted trans cyclopentanes via a sequential hydrozirconation/TMSOTf-mediated cyclization applied to 5-methoxypent-1-enes is presented. Involving a transient carbocation, the reaction was shown to be diastereo-convergent. Possibly performed in a nonracemic version, the reaction proved compatible with a range of functional groups affording a large panel of cyclopentanes.

Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: Asymmetric synthesis of highly substituted β-lactones

New DKR type: An N-heterocyclic carbene (NHC)-catalyzed dynamic kinetic resolution of racemic α-substituted β-keto esters has been developed. This method relies on the epimerization of an NHC-enol intermediate before subsequent aldol/acylation events. Hig

Highly enantio- and diastereoselective construction of 1,2-disubstituted cyclopentane compounds by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] -catalyzed C-H insertion reactions of α-diazo esters

A highly enantio- and diastereoselective intramolecular C-H insertion reaction of α-diazo esters has been achieved with the use of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] as a catalyst, providing exclusively cis-2-arylcyclopentane-1-carboxy

Oxidation of zinc organometallics prepared by hydrozincation or carbozincation using oxygen

Organozinc compounds prepared by the hydrozincation or carbazincation of functionalized unsaturated molecules can be directly oxidized by oxygen affording alcohols after reductive workup in satisfactory yields.

Chiral alcohol-induced diastereoselective conjugate addition and cyclization

Conjugate addition of organocuprate reagents to α,β-unsaturated esters of chiral trans-cyclohexanediol proceeded diastereoselectively, and the intramolecular trapping of the generated enolate also afforded asymmetric cyclization products.