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High‐Throughput Synthesis and Analysis of Acylated Cyanohydrins
Author(s) -
Hamberg Anders,
Lundgren Stina,
Wingstrand Erica,
Moberg Christina,
Hult Karl
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601638
Subject(s) - lewis acids and bases , chemistry , aldehyde , hydrolysis , catalysis , candida antarctica , esterase , microreactor , lipase , enantiomer , organic chemistry , alcohol , enantiomeric excess , lewis acid catalysis , combinatorial chemistry , enzyme , enantioselective synthesis
The yields and optical purities of products obtained from chiral Lewis acid/Lewis base‐catalysed additions of α‐ketonitriles to prochiral aldehydes could be accurately determined by an enzymatic method. The amount of remaining aldehyde was determined after its reduction to an alcohol, whilst the two product enantiomers were analysed after subsequent hydrolysis first by the ( S )‐selective Candida antarctica lipase B and then by the unselective pig liver esterase. The method could be used for analysis of products obtained from a number of aromatic aldehydes and aliphatic ketonitriles. Microreactor technology was successfully combined with high‐throughput analysis for efficient catalyst optimization.