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https://hdl.handle.net/2440/47879
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Type: | Journal article |
Title: | Enantioselective synthesis of α-fluorinated β²-amino acids |
Other Titles: | Enantioselective synthesis of alpha-fluorinated beta(2)-amino acids |
Author: | Edmonds, M. Graichen, F. Gardiner, J. Abell, A. |
Citation: | Organic Letters, 2008; 10(5):885-887 |
Publisher: | Amer Chemical Soc |
Issue Date: | 2008 |
ISSN: | 1523-7060 1523-7052 |
Statement of Responsibility: | Michael K. Edmonds, Florian H. M. Graichen, James Gardiner, and Andrew D. Abell |
Abstract: | A methodology for the enantioselective synthesis of α-fluorinated β²-amino acids has been developed from readily available carboxylic acids 3. Conversion to the Evan's oxazolidinone followed by enantioselective fluorination and alkylation gave 7 in high diastereomeric excess (>95%). Subsequent removal of the oxazolidinone and amination at the Bn-protected hydroxyl center gave optically active α-fluorinated β²-amino acids. |
Keywords: | Carboxylic Acids Hydrocarbons, Fluorinated Oxazolidinones Amino Acids Molecular Structure Amination Catalysis Stereoisomerism |
Description: | Copyright © 2008 American Chemical Society |
Provenance: | Web Release Date: January 31, 2008 |
DOI: | 10.1021/ol703045z |
Published version: | http://pubs.acs.org/cgi-bin/abstract.cgi/orlef7/2008/10/i05/abs/ol703045z.html |
Appears in Collections: | Aurora harvest 6 Chemistry and Physics publications |
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