58173-91-4Relevant academic research and scientific papers
Synthesis and structure of hydroxyl acids of general structure 7,7-alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane-1-carboxylic acid
Perez-Hernandez, Natalia,Febles, Martin,Perez, Cirilo,Perez, Ricardo,Rodriguez, Matias L.,Foces-Foces, Concepcion,Martin, Julio D.
, p. 1139 - 1151 (2007/10/03)
The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the hydroxyl acid 1 (R1 = CH 2OH, R2 = ethyl groups) led to the synthesis and structural study of their unsaturated analogues
STEREOCHEMICAL CONTROL BY CARBOXYLATE GROUPS IN HOMOGENEOUS HYDROGENATION
Brown, John M.,Hall, Stephen A.
, p. 333 - 342 (2007/10/02)
The stereochemistry of hydrogenation of a range of unsaturated cyclohexane-carboxylic acids and their esters has been investigated, employing either bis(1,4-diphenylphosphino)butanerhodium or pyridine(tricyclohexylphosphine)iridium based cationic catalysts in CH2Cl2.For methyl 3-methylcyclohex-2-enecarboxylate, highly selective reduction to the trans-product was achieved in both cases, whereas the isomeric methyl 3-methylenecyclohexanecarboxylate gave appreciable amounts of the cis-isomer.A predominance of trans-isomer was also achieved in the reduction of methyl 4-methylcyclohex-3-ene carboxylate, in a rather slower reaction.Reductions with D2 revealed that considerable isomerisation of the olefinic double bond occurred during hydrogenation.The corresponding unsaturated acids were reduced with moderate to high selectivity but reaction was either very slow, or ceased after a few turnovers.Related cyclohexadienecarboxylates were unreactive to homogeneous hydrogenation with cationic catalysts.
