131320-83-7Relevant academic research and scientific papers
Efficient synthesis of optically active cis-endo-2,3-dihydroxymethyl-5-norbornene monoacetate by lipase-catalyzed transesterification
Murata,Uchida,Achiwa
, p. 2610 - 2613 (2007/10/02)
Chiral cis-endo-2,3-dihydroxymethyl-5-norbornene monoacetate was produced by lipase-catalyzed asymmetric transesterification, and used to synthesize an optically active thromboxane A2 (TXA2) antagonist.
Enzymatic resolution of norbor(NE)nylmethanols in organic media and an application to the synthesis of (+)- and (-)-endo-norbornene lactone
Janssen,Klunder,Zwanenburg
, p. 5513 - 5538 (2007/10/02)
The enzymatic resolution of some norbornene carboxylic acids, norbornenylmethanols and -methylamines was evaluated. The kinetic resolution of norbornyl- and norbornenylmethanols by Porcine Pancreatic Lipase (PPL)-catalyzed transesterification in methyl acetate as the solvent leads to corresponding acetates and remaining methanols both of high enantiomeric purity. A useful application is the synthesis of both enantiomers of endo-norbornene lactone 8n via transesterification of iodolactone 18. The influence of structural variations on the efficiency of the PPL-catalyzed resolution of lactone methanols 21, 23, 25 and 28, at the optimal reaction conditions established for iodolactone 18, was investigated.
Enzyme mediated optical resolution of endo-norbornene lactone
Janssen,Klunder,Zwanenburg
, p. 7219 - 7222 (2007/10/02)
The enzymatic resolution of some norbornene esters, -carboxylic acids and -methanols was evaluated. Good results were obtained for the Porcine Pancreatic Lipase (PPL) catalyzed transesterification of norbornene methanols 12 and 13 in methyl acetate. A formal kinetic resolution of endo-norbornene lactone 7 could be achieved through the PPL-catalyzed transesterification of iodolactone 15 in methyl acetate. Both enantiomers of lactone 7 were obtained enantiomerically pure in good overall yields.
