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Synthesis 2010(11): 1860-1864  
DOI: 10.1055/s-0029-1218736
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart ˙ New York

Organocatalytic Highly Enantioselective Mannich-Type Reactions of Fluoromalonate with N-Boc-Aldimines

Ju Hee Lee, Dae Young Kim*
Department of Chemistry, Soonchunhyang University, Asan, Chungnam 336-745, Korea
Fax: +82(41)5301247; e-Mail: dyoung@sch.ac.kr;
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Publikationsverlauf

Received 28 February 2010
Publikationsdatum:
12. April 2010 (online)

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Abstract

The catalytic enantioselective Mannich reaction promoted by chiral bifunctional organocatalysts is described. The treatment of diethyl fluoromalonate with N-Boc-aldimines under mild reaction conditions afforded the corresponding β-amino-β-fluoromalonates with excellent enantioselectivity (93-97% ee).

Key words

Mannich reaction - asymmetric catalysis - bifunctional organocatalyst - fluoromalonate - aldimines

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