SINGLE-STEP SYNTHESIS OF DEHYDROALANINE DERIVATIVES VIA A BRØNSTED ACID-CATALYZED MULTICOMPONENT REACTION

Authors    Bartoccini F, Mari M, Retini M, Galarini R, Bartolucci S, Piersanti G

Abstract   A single-step practical synthesis of dehydroalanine (Dha) derivatives from commercially available starting materials is reported. The approach comprises a Brønsted acid-catalyzed three-component condensation reaction of pyruvic acid, an alcohol/thiol, and an amide/carbamate. This protocol provided access to several Dha derivatives, including a novel chiral version modified with diverse functional groups, which might be useful for further transformations in the construction of more complex molecules.

Publish Date 2020

Volume    5 (11)

ISSN        2365-6549

DOI          doi.org/10.1002/slct.202000898

URL         https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/slct.202000898

Journal   ChemistrySelect

Pages      3330–3336