Candida antartica lipase-catalyzed hydrolysis of 4-substituted bis(ethoxycarbonylmethyl) 1,4-dihydropyridine-3,5-dicarboxylates as the key step in the synthesis of optically active dihydropyridines

A. Sobolev, M.C.R. Franssen, N. Makarova, G. Duburs, Æ. de Groot

Research output: Contribution to journalArticleAcademicpeer-review

20 Citations (Scopus)

Abstract

Prochiral bis(ethoxycarbonylmethyl) substituted 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates were hydrolyzed enantioselectively by Candida antarctica lipase B (Novozym 435). The enantiomeric excesses varied from 68 to 93°depending on the substituent at position 4. In some cases, the e.e. could be significantly increased by changing the solvent system.
Original languageEnglish
Pages (from-to)4559-4569
JournalTetrahedron: Asymmetry
Volume11
Issue number22
DOIs
Publication statusPublished - 2001

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