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Kinetic Enzymatic Resolution of Cyclopropane Derivatives
Author(s) -
Pietruszka Jörg,
Rieche Anja C. M.,
Wilhelm Thorsten,
Witt Andreas
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303137
Subject(s) - cyclopropane , chemistry , kinetic resolution , enantioselective synthesis , enantiomer , resolution (logic) , catalysis , enzyme catalysis , organic chemistry , biocatalysis , enantiomeric excess , stereochemistry , enzyme , combinatorial chemistry , reaction mechanism , ring (chemistry) , artificial intelligence , computer science
The kinetic enzymatic resolution of various cyclopropane derivatives was systematically investigated. The study focused on synthetically useful cyclopropylmethanols (e.g., 18a/j or 19a/j ) as well as some rarely investigated cyclopropanols (e.g., 24/25 or 27 ). The combination of enantioselective catalytic or diastereoselective synthesis of enantiomerically enriched compounds with enzymatic approaches ultimately led to the most convenient route to enantiomerically pure starting materials. Again, this was especially proven for the synthesis of cyclopropanols 18a/j and 19a/j . Key to the successful investigation was to rigorously establish an analytical tool for the analysis of enantiomeric composition of reaction mixtures.