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Dynamic Combinatorial Resolution: Direct Asymmetric Lipase‐Mediated Screening of a Dynamic Nitroaldol Library
Author(s) -
Vongvilai Pornrapee,
Angelin Marcus,
Larsson Rikard,
Ramström Olof
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200603740
Subject(s) - lipase , transesterification , yield (engineering) , combinatorial chemistry , chemistry , computer science , organic chemistry , enzyme , materials science , catalysis , metallurgy
A disturbance in the library : The nitroaldol (Henry) reaction was developed as an efficient CC bond‐forming route to dynamic combinatorial libraries (DCLs). These DCLs generated under thermodynamic control were coupled in a one‐pot process with kinetically controlled lipase‐mediated transesterification (see scheme). The asymmetric resolution of the DCLs by the enzyme led to enantiomerically pure β‐nitroacetates in high yield.