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, VincenzoMethodology
;Meninno, SaraData 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.File in questo prodotto:
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