Stereoselective construction of 3a-methylhydrindanes starting from 2,7-enynol derivatives based on Ti(II)-mediated cyclization and Ru-catalyzed ring-closing metathesis

  • Okubo, Mutsumi
  • Uchikawa, Wataru
  • Matsushita, Hitomi
  • Nakano, Aiko
  • Shirato, Takayuki
  • 岡本, 専太郎
  • Okamoto, Sentaro
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Publication date
July 2006
Publisher
Elsevier

Abstract

The Ti(II)-mediated cyclization of 3-methyloct-2-en-7-yn-1-ol derivatives 2 proceeded stereoselectively to afford 1-methyl-2-(1-alkylbut-3-enylidene)-1-vinylcyclopentanes 3 after treatment of the resulting alkenyltitaniums with allylbromide in the presence of CuCN, which was readily converted to 3a-methyl-2,3,3a,6-tetrahydro-1H-indenes 1 by the Ru-catalyzed ring-closing metathesis.Articlejournal articl

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