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Single‐Step Synthesis of Dehydroalanine Derivatives via a Brønsted Acid‐Catalyzed Multicomponent Reaction
Author(s) -
Bartoccini Francesca,
Mari Michele,
Retini Michele,
Galarini Roberta,
Bartolucci Silvia,
Piersanti Giovanni
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202000898
Subject(s) - dehydroalanine , chemistry , catalysis , amide , brønsted–lowry acid–base theory , combinatorial chemistry , pyruvic acid , organic chemistry , functional group , alcohol , thiol , condensation reaction , molecule , amino acid , biochemistry , polymer
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.