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Paper Information

Journal:   JOURNAL OF SCIENCES ISLAMIC REPUBLIC OF IRAN   Summer 2000 , Volume 11 , Number 3; Page(s) 205 To 212.
 
Paper: 

STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE

 
 
Author(s):  MAMAGHANI M.*, KLUNDER A.J.H., ZWANENBURG B.
 
* Department of Chemistry, Faculty of Sciences, Gilan University, Rasht, Islamic Republic of Iran
 
Abstract: 
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Moderate to excellent entantio- and stereoselectivities (ee’s 54-100%) were observed in PLE catalyzed hydrolysis of (±)-ethyl 5-oxo-endo-tricyclo[5.2.1.02,6] deca-8-ene-2-carboxylate 5 and the structurally related open chain bicyclic structures (±)-ethyl 3-acetylbicyclo[2.2.1]hept-5-ene-2-carboxylates 7, 9 and (±)-ethyl 3-propanoylbicyclo[2.2.1]hept-5-ene-2-carboxylates 8, 10. A pronounced preference for hydrolysis of the exo- vs. the endo-ester function was observed.

 
Keyword(s): KINETIC RESOLUTION, HYDROLYSIS, PLE, NORBORNENE
 
References: 
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