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Catalytic Asymmetric Synthesis of Unprotected β<sup>2</sup>-Amino Acids

Chendan Zhu, Francesca Mandrelli, Hui Zhou, Rajat Maji, Benjamin List

2021Journal of the American Chemical Society47 citationsDOIOpen Access PDF

Abstract

-amino acids can be obtained using this method. Mechanistic studies are consistent with the aminomethylation to proceed via silylium-based asymmetric counteranion-directed catalysis (Si-ACDC) and a transition state to explain the enantioselectivity is suggested on the basis of density functional theory calculation.

Topics & Concepts

ChemistryEnantiopure drugKeteneCatalysisAmino acidSilyl etherSilylationTransition stateHydrolysisEnantioselective synthesisEtherOrganic chemistryStereochemistryCombinatorial chemistryBiochemistryAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis
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