92549-26-3Relevant academic research and scientific papers
Enzymatic kinetic resolution of aromatic substituted norbornene mono-esters using pig's liver esterase
Mamaghani
, p. 147 - 151 (2007/10/03)
Pig's liver esterase (PLE) has been used as a chiral catalyst in the enzymatic kinetic resolution of aromatic substituted norbornene mono-esters, methyl 3-endo-phenylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate and its endo-counterpart, methyl 3-endo-p-nitro-phenyl-bicyclo[2.2.1]hept-5-ene-2-exo-carboxylate and methyl 3-endo-benzoylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate. In this study a range of low to high enantioselectivities (83% ee) was observed. The effect of co-solvents has also been examined.
Reactivity Patterns in the Rhodium Carbenoid Induced Tandem Cyclization-Cycloaddition Reaction
Padwa, Albert,Hornbuckle, Susan F.,Fryxell, Glen E.,Stull, Paul D.
, p. 817 - 824 (2007/10/02)
The rhodium(II) acetate catalyzed behavior of ο--α-diazoacetophenone was studied.The results obtained are consistent with a mechanism in which the key step involves intramolecular cyclization of the ketocarbenoid onto the oxygen atom of the side chain to give an oxonium ylide intermediate which undergoes either C-H insertion or a competitive 2,3-sigmatropic rearrangement.The reaction of 1-diazo-9-decene-2,5-dione with rhodium(II) acetate results in cyclization of the intermediate rhodium carbenoid to give a six-ring carbonyl ylide which readily undergoes intramolecular dipolar cycloaddition.This reaction does not occur when the keto group of the diazo compound has been replaced by an ester functionality.Similar results were also obtained with cis-2-benzoyl-1-(diazoacetyl)cyclopentane.
