Application of intramolecular Dötz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol

Masahito Watanabe, Kyosuke Tanaka, Yoko Saikawa, Masaya Nakata

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Fischer carbene complexes having long alkynyloxy chains regioselectively produced oxametacyclophanes via the intramolecular Dötz reaction. The utility of this reaction was demonstrated in the synthesis of arnebinol, an ansa-type terpenoid, from geranyl acetate in six steps.

Original languageEnglish
Pages (from-to)203-206
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number2
DOIs
Publication statusPublished - 2007 Jan 8

Fingerprint

Terpenes
geranyl acetate
carbene
arnebinol

Keywords

  • Ansa-compound
  • Arnebinol
  • Dötz reaction
  • Fischer carbene complex

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Application of intramolecular Dötz reaction to the synthesis of ansa-compounds : concise synthesis of arnebinol. / Watanabe, Masahito; Tanaka, Kyosuke; Saikawa, Yoko; Nakata, Masaya.

In: Tetrahedron Letters, Vol. 48, No. 2, 08.01.2007, p. 203-206.

Research output: Contribution to journalArticle

Watanabe, Masahito ; Tanaka, Kyosuke ; Saikawa, Yoko ; Nakata, Masaya. / Application of intramolecular Dötz reaction to the synthesis of ansa-compounds : concise synthesis of arnebinol. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 2. pp. 203-206.
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