22865-01-6

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 63452-95-9 1,4-bis(bromomagnesio)pentane 
• 112927-82-9 5-Iodo-2-methyl-1-phenyl-pentan-1-one 
• 22865-14-1 (R,S)-1-phenyl-2-methylcyclopentanol 

Downstream Products

• 4810-10-0 1-(2-methylcyclopent-1-enyl)benzene 
• 4810-11-1 1-phenyl-5-methylcyclopentene 
• 22865-14-1 (R,S)-1-phenyl-2-methylcyclopentanol 

Relevant academic research and scientific papers

Mechanisms of solvolytic elimination reactions of tertiary substrates: Stereospecific 1,2-elimination reactions

Solvolysis of (R,S)-1-chloro-1-(fluoren-9-yl)-2-methylcyclopentane (1-Cl) or the analogous 3,5-dinitrobenzoate ester 1-DNB in largely aqueous solutions yields alkenes 1-(fluoren-9-yl)-2-methylcyclopentene (4) and 1-(fluoren-9-yl)-5-methylcyclopentene (5)

Stereoselective nickel and manganese catalyzed cyclizations of 5-haloketones

The treatment of various 5-iodoketones or 5-bromoketones with Et2Zn in the presence of either Ni(acac)2 (5 mol %) or MnBr2/ CuCl (5 mol %) produces functionalized substituted cyclopentanols bearing in some cases contiguous

RELATIVE ASYMMETRIC INDUCTION IN FORMATION OF SUBSTITUTED CYCLOPENTANOLS VIA INTRAMOLECULAR CARBONYL ADDITIONS

Relative asymmetric induction in intramolecular carbonyl addition reactions has been studied for the first time in a systematic fashion.An empirical model has been proposed to rationalize the results.

A Highly Stereoselective Synthesis of Trans-1,2-Disubstituted Cycloalkanols

The study of the reactions of 1,4-bis(bromomagnesio)pentane, 1,1-bis(bromomagnesio)hexane, 1,4-bis(bromomagnesio)heptane, and 1,4-bis(bromomagnesio)octane with aliphatic and aromatic carboxylic acid esters in tetrahydrofuran solution was undertaken in order to ascertain which factors influence isomer distribution.The yields of this annelation processes are in the range of 68-88percent.The formation of trans OH 1,2-disubstituted cyclopentanols having the alkyl groups cis is generally observed with yields of 77-96percent.The reaction of 1,5-bis(bromomagnesio)hexane with carboxylicacid esters is less stereoselective and is more influenced by steric effects.

Reaction of 1,4-Bis(bromomagnesio)pentane and 1,5-Bis(bromomagnesio)hexane with Carboxylic acid Esters. A Useful, Highly Stereoselective Annelation

1,4-Bis(bromomagnesio)pentane and 1,5-bis(bromomagnesio)hexane have been prepared in THF solution, when treated with carboxylic acid esters, they afford trans diastereomeric bisubstituted cycloalkanols via a highly diastereoselective intramolecular Grignard reaction.