Enantioselective synthesis of β-amino acid derivatives: Via nickel-promoted regioselective carboxylation of ynamides and rhodium-catalyzed asymmetric hydrogenation

Nozomi Saito, Iman Abdullah, Kayoko Hayashi, Katsuyuki Hamada, Momoko Koyama, Yoshihiro Sato

Research output: Contribution to journalArticlepeer-review

30 Citations (Scopus)

Abstract

We succeeded in the development of a new method for enantioselective synthesis of α-substituted-β-amino acid derivatives. Thus, nickel(0)-promoted carboxylation of ynamide gave the α-substituted-β-aminoacrylate derivative in a highly regioselective manner. Then, rhodium-catalyzed asymmetric hydrogenation of the α-substituted β-aminoacrylate produced the corresponding α-substituted β-amino acid derivative as an optically active form.

Original languageEnglish
Pages (from-to)10080-10089
Number of pages10
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number42
DOIs
Publication statusPublished - 2016

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