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

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

doi:10.1002/ejoc.201200260

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 language	English
Pages (from-to)	3084-3087
Number of pages	4
Journal	European Journal of Organic Chemistry
Issue number	16
DOIs	https://doi.org/10.1002/ejoc.201200260
Publication status	Published - 2012 Jun 1
Externally published	Yes

Keywords

Cyclization
Heterocycles
Natural products
Ruthenium
Total synthesis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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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, (16), 3084-3087. https://doi.org/10.1002/ejoc.201200260

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AU - Ogawa, Takao

AU - Nakamura, Tomonori

AU - Araki, Takuya

AU - Yamamoto, Koujirou

AU - Shuto, Satoshi

AU - Arisawa, Mitsuhiro

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KW - Heterocycles

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KW - Total synthesis

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