Journal
TETRAHEDRON LETTERS
Volume 59, Issue 21, Pages 2091-2094Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.04.051
Keywords
Fluorine; Amines; Diastereoselective addition; Ketones; Ketimines
Categories
Funding
- National Natural Science Foundation of China [21102089]
- Natural Science Foundation of Shanghai [16ZR1413800]
- Shanghai University of Engineering Science [nhrc-2015-09, 2012td09]
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A diastereoselective Mannich reaction has been developed for the synthesis of chiral beta-fluoroamine motifs by the reaction of alpha-fluoroketones with ketimines, including isatin-derived ketimines and phenyl-glyoxylate-derived ketimines. This method provides a concise route to a variety of biologically important 3-aminooxindoles and alpha-amino acids featuring fluorine-containing vicinal tetrasubstituted stereocenters. (C) 2018 Elsevier Ltd. All rights reserved.
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