Ruthenium-catalyzed cycloisomerization and its application to the synthesis of (±)-cinchonaminone

Takao Ogawa, Tomonori Nakamura, Takuya Araki, Koujirou Yamamoto, Satoshi Shuto, Mitsuhiro Arisawa

Research output: Contribution to journal › Article

9 Citations (Scopus)

Abstract

Ru-catalyzed cycloisomerization of a 1,3-diene and the alkene of an N-dienyl-2-vinylaniline substrate proceeded smoothly, leading to a 3-exomethylene-2-vinylindole derivative in good yield. This useful synthon was successfully applied to the total synthesis of (±)-cinchonaminone.

Original languageEnglish
Pages (from-to)3084-3087
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number16
DOIs
Publication statusPublished - 2012 Jun
Externally publishedYes

Fingerprint

Ruthenium
Alkenes
dienes
ruthenium
alkenes
Derivatives
Substrates
synthesis

Keywords

  • Cyclization
  • Heterocycles
  • Natural products
  • Ruthenium
  • Total synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Ruthenium-catalyzed cycloisomerization and its application to the synthesis of (±)-cinchonaminone. / Ogawa, Takao; Nakamura, Tomonori; Araki, Takuya; Yamamoto, Koujirou; Shuto, Satoshi; Arisawa, Mitsuhiro.

In: European Journal of Organic Chemistry, No. 16, 06.2012, p. 3084-3087.

Research output: Contribution to journal › Article

Ogawa, T, Nakamura, T, Araki, T, Yamamoto, K, Shuto, S & Arisawa, M 2012, 'Ruthenium-catalyzed cycloisomerization and its application to the synthesis of (±)-cinchonaminone', European Journal of Organic Chemistry, no. 16, pp. 3084-3087. https://doi.org/10.1002/ejoc.201200260
Ogawa T, Nakamura T, Araki T, Yamamoto K, Shuto S, Arisawa M. Ruthenium-catalyzed cycloisomerization and its application to the synthesis of (±)-cinchonaminone. European Journal of Organic Chemistry. 2012 Jun;(16):3084-3087. https://doi.org/10.1002/ejoc.201200260
Ogawa, Takao ; Nakamura, Tomonori ; Araki, Takuya ; Yamamoto, Koujirou ; Shuto, Satoshi ; Arisawa, Mitsuhiro. / Ruthenium-catalyzed cycloisomerization and its application to the synthesis of (±)-cinchonaminone. In: European Journal of Organic Chemistry. 2012 ; No. 16. pp. 3084-3087.
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