Synthesis of β-alkynyl α-amino acids via palladium-catalyzed alkynylation of unactivated C(sp3)-H bonds

Bo Wang, Gang He, Gong Chen

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

β-Di-substituted α-amino acids (AAs) contain adjacent carbon stereogenic centers and pose considerable synthetic challenge. Complementary to the conventional synthesis strategies based on the transformation of existing functional groups, we envisioned these molecules could be quickly accessed via selective functionalization of sp3 hybridized C-H bonds on the side chains of common α-AA precursors. We report a readily applicable method to prepare β-alkynyl α-amino acids via Pd-catalyzed diastereoselective C(sp3)-H alkynylation of common α-amino acids precursors with acetylene bromide.

Original languageEnglish (US)
Pages (from-to)1345-1348
Number of pages4
JournalScience China Chemistry
Volume58
Issue number8
DOIs
StatePublished - Aug 31 2015

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Synthesis of β-alkynyl α-amino acids via palladium-catalyzed alkynylation of unactivated C(sp<sup>3</sup>)-H bonds'. Together they form a unique fingerprint.

Cite this