Generation and [4+2] cycloaddition of 1, 6-methano[10]annulene-3, 4-quinodimethane: A novel synthesis of dimethyl 1, 6-methanobenzo[3, 4-a][10]annulene-13, 14-dicarboxylate

Shigeyasu Kuroda, Mitsunori Oda, Shengli Zuo, Kimiko Kanayama, Shaheen I.M. Shah, Shinji Furuta, Ryuta Miyatake, Mayumi Kyogoku

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

A new quinodimethane, 1, 6-methano[10]annulene-3, 4-quinodimethane (1), was generated and trapped by the Diels-Alder reactions with various dienophiles to provide 1, 6-methano[10]annelenes 3 fused with a six-membered ring at the 3, 4-positions, one of which was derived to a benzene ring analogue 4.

Original languageEnglish
Pages (from-to)6345-6348
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number36
DOIs
StatePublished - 2001/09/03

Keywords

  • 1, 6-methano[10]annulene-3, 4-quinodimethane
  • Diels-Alder reaction
  • Ortho quinodimethane

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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