Ultrasound-Promoted Enantioselective Decarboxylative Protonation of [alpha]-Aminomalonate Hemiesters by Chiral Squaramides: A Practical Approach to Both Enantiomers of [alpha]-Amino Esters
Herein, we report an ultrasound-promoted enantioselective decarboxylative protonation reaction of [alpha]-aminomalonate hemiesters 1 in the presence of chiral cinchona-derived squaramide Brønsted bases under mild conditions, which afforded both the (S)- and (R)-enantiomers of [alpha]-amino acid deri...
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Veröffentlicht in: | European journal of organic chemistry 2017-08, Vol.2017 (31), p.4562 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Herein, we report an ultrasound-promoted enantioselective decarboxylative protonation reaction of [alpha]-aminomalonate hemiesters 1 in the presence of chiral cinchona-derived squaramide Brønsted bases under mild conditions, which afforded both the (S)- and (R)-enantiomers of [alpha]-amino acid derivatives 2 in excellent yields (> 90%) and excellent enantioselectivities (up to 98% ee). |
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ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201700786 |