Please use this identifier to cite or link to this item: https://doi.org/10.1002/anie.200903635
Title: Asymmetric mannich reaction of fluorinated ketoesters with a tryptophan-derived bifunctional thiourea catalyst
Authors: Han, X.
Kwiatkowski, J.
Xue, T.
Huang, K.-W. 
Lu, Y. 
Keywords: Asymmetric synthesis
Fluorination
Mannich reaction
Organocatalysis
Quaternary stereocenters
Issue Date: 28-Sep-2009
Source: Han, X., Kwiatkowski, J., Xue, T., Huang, K.-W., Lu, Y. (2009-09-28). Asymmetric mannich reaction of fluorinated ketoesters with a tryptophan-derived bifunctional thiourea catalyst. Angewandte Chemie - International Edition 48 (41) : 7604-7607. ScholarBank@NUS Repository. https://doi.org/10.1002/anie.200903635
Abstract: Fluorinated quaternary stereocenters: A novel bifunctional catalyst 1 derived from natural tryptophan promoted the Mannich reaction of α-fluoro-β-ketoesters to afford fluorinated chiral molecules containing vicinal quaternary and tertiary stereogenic centers with exceptional enantioselectivity. An unprecedented α-fluoro-β -lactam was also prepared by this method (see scheme; Boc=tert-butoxycarbonyl). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Source Title: Angewandte Chemie - International Edition
URI: http://scholarbank.nus.edu.sg/handle/10635/75620
ISSN: 14337851
DOI: 10.1002/anie.200903635
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