Highly efficient Suzuki coupling reaction of α-chloroalkylidene- β-lactones and β-lactams with organoboronic acids

  • Shengming Ma*
  • , Xuefeng Jiang
  • , Xin Cheng
  • , Hairong Hou
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

The activation of C-Cl bond of (Z)-α-chloroalkylidene-β-lactones and (E)-α-chloroalkylidene-β-lactams via the Suzuki cross-coupling reaction is reported in this paper. Alkyl, heteroaromatic, substituted phenyl- and alkenylboronic acids can be coupled with a wide variety of α-chloroalkylidene-β-lactones and β-lactams in excellent yields within a short period of time. The cross-coupling reaction of optically active substrates leads to the optically active compounds without racemization of the corresponding chiral center.

Original languageEnglish
Pages (from-to)2114-2124
Number of pages11
JournalAdvanced Synthesis and Catalysis
Volume348
Issue number15
DOIs
StatePublished - Oct 2006
Externally publishedYes

Keywords

  • Activation of C-Cl bonds
  • Organoboronic acids
  • Suzuki coupling
  • β-lactams
  • β-lactones

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