23217-45-0Relevant academic research and scientific papers
Enzymatic optical resolution of norbornanecarboxylic esters using Pig Liver Esterase
Gastel, F. J. C. van,Klunder, A. J. H.,Zwanenburg, B.
, p. 175 - 184 (2007/10/02)
The hydrolysis of a series of norbornane-type carboxylic esters catalyzed by pig liver esterase (PLE) has been investigated.It was found that an exo-ester function (syn to the C7 methylene group) is hydrolyzed with high preference.Enantioselective hydrolysis can be accomplished when a vicinal carbonyl-containing function (ester, formyl, acetyl) is present in a trans position with respect to the exo ester.The regiospecifity of the enzymatic hydrolysis has been used for the separation of exo/endo mixtures of the cycloadducts derived from cyclopentadiene and alkene esters.The regiospecifity and enantioselectivity of the enzymatic hydrolysis of norbornane-type esters were analyzed in terms of Tamm's substrate model and also by Griengl's method.
Chiroptical Studies of Bicyclic α-Diketones
Polonski, Tadeusz,Dauter, Zbigniew
, p. 1781 - 1788 (2007/10/02)
On the basis of crystallographic analysis it was established that the α-diketone chromophore in bicycloheptane-2,3-diones is planar.C. d. studies of some bicyclic compounds show that the c. d. sign for long-wavelength transition is governed by the octant rule with signs opposite to that known for ketones.The vicinal effect of substituents with the same location in space strongly influences the magnitude of the Cotton effect, but not its sign.
