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Enantioselective lipase-catalyzed reactions of methyl pipecolinate: transesterification and N-acylation

โœ Scribed by Arto Liljeblad; Jutta Lindborg; Anu Kanerva; Johanna Katajisto; Liisa T. Kanerva


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
108 KB
Volume
43
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The present research introduces the highly (S)-selective (E>>100) acylation at the secondary ring nitrogen of methyl pipecolinate as a novel resolution method with Candida antarctica lipase A. Catalysis by lipase B leads to reactions at the methyl ester function of the substrate in an almost non-enantioselective manner.


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Significant effect of acyl groups on ena
โœ Tadashi Ema; Soichi Maeno; Yusuke Takaya; Takashi Sakai; Masanori Utaka ๐Ÿ“‚ Article ๐Ÿ“… 1996 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 243 KB

The effect of the acyl group of acylating agents on the enantioselectivity in the lipasecatalyzed transesterifications of racemie 2-[(N,N-dimethylearbamoyl)methyl]-3-eyelopenten-l-ol in diisopropyl ether was found 1o be significant. The enantioselectivity was enhanced markedly by changing the aeylat