157182-26-8Relevant academic research and scientific papers
Substituent effect on the enantioselectivity in lipase-catalyzed transesterification of trans-2,5-disubstituted pyrrolidines
Kawanami, Yasuhiro,Iizuna, Noriko,Maekawa, Keiko,Maekawa, Kyoko,Takahashi, Noriko,Kawada, Takeshi
, p. 3349 - 3353 (2001)
Kinetic resolutions of N-substituted benzyl-trans-2-acetoxymethyl-5-(hydroxymethyl)pyrrolidines using lipase-catalyzed transesterification have been systematically studied. The enantioselectivity depends significantly on the position of substituent at the aromatic ring and N-3,5-dimethylbenzyl group was found to transform trans-2,5-disubstituted pyrrolidine derivative into an efficiently-resolved substrate. Furthermore, the enantioselectivity could be improved up to E=108 using the immobilized lipase in alkyl silica gel.
Lipase-catalyzed transesterification of trans-2,5-disubstituted pyrrolidines: Effect of substituent on enantioselectivity
Kawanami, Yasuhiro,Iizuna, Noriko,Okano, Kiyoka
, p. 1231 - 1232 (1998)
Kinetic resolution of racemic N-arylmethylated trans-2-acetoxy-methyl-5-hydroxymethylpyrrolidines by using lipase-catalyzed transesterification has been studied. The enantioselectivity depends significantly on the structure of the aryl ring and N-3,5-dimethylbenzylpyrrolidine was found to be the best substrate for the present reaction.
Synthesis of both enantiomers of C2 symmetric trans-2,5- bis(hydroxymethyl)pyrrolidine. Lipase mediated sequential kinetic resolutions
Sibi,Lu
, p. 4915 - 4918 (2007/10/02)
Lipase mediated sequential kinetic resolution has been employed to give both enantiomers of trans-2,5-bis(hydroxymethyl)pyrrolidine in optically pure form. The effect of different parameters on the ee and yields in these resolutions are also reported.
