Spin trapping of 13C-labeled p-benzynes generated by masamune-bergman cyclization of bicyclic nine-membered enediynes

Toyonobu Usuki, Takashi Mita, Martin J. Lear, Parthasarathi Das, Fumihiko Yoshimura, Masayuki Inoue, Masahiro Hirama, Kimio Akiyama, Shozo Tero-Kubota

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

A new spin on things? Spin trapping of 13C-labeled bicyclic mimics of natural nine-membered enediynes provided persuasive evidence for the spontaneous thermal generation of biradicals 1 and the differential reactivity of the resulting C3 and C6 radical centers (see scheme; ST spin trap; TBS tert-butyldimethylsilyl).

Original languageEnglish
Pages (from-to)5249-5253
Number of pages5
JournalAngewandte Chemie - International Edition
Volume43
Issue number39
DOIs
Publication statusPublished - 2004 Oct 4

Keywords

  • Cyclization
  • Enediynes
  • Isotopic labeling
  • Radicals
  • Spin trapping

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Spin trapping of <sup>13</sup>C-labeled p-benzynes generated by masamune-bergman cyclization of bicyclic nine-membered enediynes'. Together they form a unique fingerprint.

Cite this