Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

Takanori Shibata; Kyoji Tsuchikama; Maiko Otsuka

doi:10.1016/j.tetasy.2005.12.033

Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

Takanori Shibata^*, Kyoji Tsuchikama, Maiko Otsuka

^*Corresponding author for this work

School of Advanced Science and Engineering

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

68 Citations (Scopus)

Abstract

An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

Original language	English
Pages (from-to)	614-619
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	17
Issue number	4
DOIs	https://doi.org/10.1016/j.tetasy.2005.12.033
Publication status	Published - 2006 Feb 20

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives",

abstract = "An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.",

author = "Takanori Shibata and Kyoji Tsuchikama and Maiko Otsuka",

note = "Funding Information: This research was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.",

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AU - Shibata, Takanori

AU - Tsuchikama, Kyoji

AU - Otsuka, Maiko

N1 - Funding Information: This research was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2006/2/20

Y1 - 2006/2/20

N2 - An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

AB - An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

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DO - 10.1016/j.tetasy.2005.12.033

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EP - 619

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 4

ER -

Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

Abstract

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