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Synfacts 2009(12): 1364-1364  
DOI: 10.1055/s-0029-1218318
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rhodium-Catalyzed [2+2+2] Cycloaddition of Branched Triynes

Contributor(s): Hisashi Yamamoto, Pingfan Li
T. Shibata*, T. Uchiyama, K. Endo
Waseda University, Tokyo, Japan
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Publikationsdatum:
20. November 2009 (online)

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Significance

Rhodium-DuPhos complex catalyzed intramolecular [2+2+2] cycloaddition of nitro­gen-branched triynes was reported. Good yields and excellent ee values were obtained for a number of 1,2,4-trisubstituted benzene products. A hetero-[2+2+2] cycloaddition of a diyne-nitrile substrate was also achieved with rhodium-BINAP catalyst to give the pyridinophane product with high ee.