73873-46-8

Upstream product

• 55262-06-1 methyl 1,2-dimethylcyclohexa-2,5-diene-1-carboxylate 
• 124-41-4 sodium methylate 
• 13277-91-3 (+/-)-cis-1.2-Dimethyl-cyclohexen-⁽⁴⁾-carbonsaeure-⁽¹⁾ 
• 80-59-1 Tiglic acid 
• 186581-53-3 diazomethane 
• 13277-92-4 1-methyl-trans-2-methylcyclohexanecarboxylic acid 
• 39255-30-6 Methyl 2-methylcyclohexanecarboxylate 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Carboxamide and Carbalkoxy Group Directed Stereoselective Iridium-Catalyzed Homogeneous Olefin Hydrogenations

Carboxamide and carbalkoxy substituents are capable of directing the stereochemical course of homogeneous PF6/CH2Cl2-catalyzed hydrogenation (1 atm) of cyclohexenes.

Stereochemistry of Alkylation of Carboxylic Acid Salt and Ester α Anions Derived from Cyclic Systems.

A stereochemical study of the alkylation of α-lithiated carboxylate salts and esters has been performed.The α anions derived from the bicyclic acids exo-1, endo-1, and 7 (R=H) and the esters 4 and 7 (R=CH3) yield predominantly exo alkylation.As an example, the α anion derived from ester 7 (R=CH3) on treatment with CH3I yields exo-8 (R=R'=CH3) and endo-9 (R=R'=CH3) in a 97:3 ratio, a highly stereoselective reaction.Addition of TMEDA to the reactions involving the α anions derived from exo- or endo-1 did not change the stereochemical alkylation results.The α anions derived from the substituted cyclohexanecarboxylic acids 10, 13, 16, 19, or 22 (where R=H in each case) on methylation yield more axial methylation (axial/equatorial ratios of 0.4-2.7) than the α anions derived from the methyl esters corresponding to these acids.The α anions from the esters yield predominantly equatorial methylated products (e/a ratios varying from 4 to 9).The reasons for the different stereochemical results are discussed.