An operationallysimple Knoevenagel condensation/asymmetricepoxidation/dominoring-opening esterification (DROE) approach has been disclosed tosuccessfully access a good variety of (R)- and (S)-& alpha;-arylglycine esters from commercially availablealdehydes, phenylsulfonyl acetonitrile, cumyl hydroperoxide, anilines,and readily available Cinchona alkaloid-based catalystsusing a single solvent and reaction vessel. DFT calculations performedon the key asymmetric epoxidation showed the importance of cooperativeH-bonding interactions in affecting the stereocontrol.

Single-Flask Enantioselective Synthesis of α-Amino Acid Esters by Organocatalysis

Battaglia, Vincenzo
Methodology
;
Meninno, Sara
Data Curation
;
Lattanzi, Alessandra
Conceptualization
2023-01-01

Abstract

An operationallysimple Knoevenagel condensation/asymmetricepoxidation/dominoring-opening esterification (DROE) approach has been disclosed tosuccessfully access a good variety of (R)- and (S)-& alpha;-arylglycine esters from commercially availablealdehydes, phenylsulfonyl acetonitrile, cumyl hydroperoxide, anilines,and readily available Cinchona alkaloid-based catalystsusing a single solvent and reaction vessel. DFT calculations performedon the key asymmetric epoxidation showed the importance of cooperativeH-bonding interactions in affecting the stereocontrol.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/4841332
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