Synthesis of methano[60]fullerene derivatives: The fluoride ion-mediated reaction of [60]fullerene with silylated nucleophiles

Tetsuo Hino, Kazushi Kinbara, Kazuhiko Saigo

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

A new reaction of [60]fullerene with silylated nucleophiles is described. The cyclopropanation of [60]fullerene with silylated nucleophiles, such as silyl ketene acetals, silyl ketene thioacetals, and silyl enol ethers, derived from α-halo carbonyl compounds, smoothly proceeded in the presence of KF/18-crown-6 to give the corresponding methano[60]fullerene derivatives in moderate to good yields.

Original languageEnglish
Pages (from-to)5065-5067
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number30
DOIs
Publication statusPublished - 2001 Jul 23

Keywords

  • Cyclopropanation
  • Enol ethers
  • Fullerenes
  • Ketene acetals

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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