Direction of Kinetically versus Thermodynamically Controlled Organocatalysis and Its Application in Chemoenzymatic Synthesis | Zendy

Rulli Giuseppe | Zendy; Duangdee gnaphat | Zendy; Baer Katrin | Zendy; Hummel Werner | Zendy; Berkessel Albrecht | Zendy; Gröger Harald | Zendy

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Direction of Kinetically versus Thermodynamically Controlled Organocatalysis and Its Application in Chemoenzymatic Synthesis

Author(s) -

Rulli Giuseppe,

Duangdee gnaphat,

Baer Katrin,

Hummel Werner,

Berkessel Albrecht,

Gröger Harald

Publication year - 2011

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.201008042

Subject(s) - organocatalysis , enantioselective synthesis , aldol reaction , catalysis , chemistry , control (management) , organic chemistry , combinatorial chemistry , computer science , artificial intelligence

The catalyst loading in the narrow range between 0.5 and 10 mol % determines whether an enantioselective organocatalytic aldol reaction proceeds under kinetic or thermodynamic control; high conversions and ee values can be achieved with low catalyst loadings (see scheme). Since the reaction is carried out in water, it can be combined with a biocatalytic reduction for the one‐pot synthesis of 1,3‐diols with d.r. >25:1 and 99 % ee.

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