4.8 Article

Stereospecific and Stereoselective Rhodium(I)-Catalyzed Intramolecular [2+2+2] Cycloaddition of Allene-Ene-Ynes: Construction of Bicyclo[4.1.0]heptenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 4, Pages 1240-1244

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201409155

Keywords

alkynes; allenes; cycloadditions; diastereoselectivity; rhodium

Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology (Japan)

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Treatment of the allene-ene-yne substrates with [{RhCl(CO)(2)}(2)] effected the intramolecular [2+2+2]-type ring-closing reaction to produce various of tri- and tetracyclic derivatives containing a cyclopropane ring. The reaction is highly stereoselective as well as stereospecific with good to excellent yields.

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