Communication

Iridium(I)-Catalyzed Cycloisomerization of Cyclohexadienyl Alkynes

  1. So Hee Sim,
  2. Sang Ick Lee,
  3. Ji Hoon Park,
  4. Young Keun Chung

Article first published online: 5 FEB 2010

DOI: 10.1002/adsc.200900578

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 352, Issue 2-3, pages 317–322, February 15, 2010

Additional Information

How to Cite

Sim, S. H., Lee, S. I., Park, J. H. and Chung, Y. K. (2010), Iridium(I)-Catalyzed Cycloisomerization of Cyclohexadienyl Alkynes. Adv. Synth. Catal., 352: 317–322. doi: 10.1002/adsc.200900578

Author Information

  1. Intelligent Textile System Research Center, and Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-474, Korea, Fax: (+82)-2-889-0310; phone: (+82)-2-880-6662

Publication History

  1. Issue published online: 17 FEB 2010
  2. Article first published online: 5 FEB 2010
  3. Manuscript Revised: 15 DEC 2009
  4. Manuscript Received: 21 AUG 2009

Funded by

  • Korea Government (MOEHRD). Grant Number: KRF-2008-341-C00022
  • SRC/ERC program of MOST/KOSEF. Grant Number: R11-2005-065

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Keywords:

  • cyclohexadienyl alkynes;
  • cycloisomerization;
  • cyclopropanation;
  • iridium

Abstract

From cyclohexadienyl alkynes with a terminal alkyne unit, double cyclopropanated products were obtained in reasonable to high yields. For cyclohexadienyl alkynes substituted at the alkyne unit, cyclopropanated products were obtained in high yields. When a keto carbonyl group was introduced to cyclohexadienyl alkynes with a substituted alkyne, Alder-ene-type products were obtained in reasonable to high yields.

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