Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds

Kyoji Tsuchikama; Yusuke Kuwata; Yu Ki Tahara; Yusuke Yoshinami; Takanori Shibata

doi:10.1021/ol0711669

Rh-catalyzed cyclization of diynes and enynes initiated by carbonyl-directed activation of aromatic and vinylic C-H bonds

Kyoji Tsuchikama, Yusuke Kuwata, Yu Ki Tahara, Yusuke Yoshinami, Takanori Shibata

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

57 Citations (Scopus)

Abstract

The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

Original language	English
Pages (from-to)	3097-3099
Number of pages	3
Journal	Organic Letters
Volume	9
Issue number	16
DOIs	https://doi.org/10.1021/ol0711669
Publication status	Published - 2007 Aug 2

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.",

author = "Kyoji Tsuchikama and Yusuke Kuwata and Tahara, {Yu Ki} and Yusuke Yoshinami and Takanori Shibata",

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AU - Tahara, Yu Ki

AU - Yoshinami, Yusuke

AU - Shibata, Takanori

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Y1 - 2007/8/2

N2 - The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

AB - The Rh-catalyzed hydroarylative and hydrovinylative cyclization of diynes with aryl ketones or enones gave monocyclic 1,3-dienes. Enynes also underwent the same reaction and chiral products were obtained with high ee using a chiral Rh catalyst. Carbonyl-directed activation of aromatic and vinylic C-H bonds is likely the initial step in the present transformation.

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