J4 ›› 2009, Vol. 47 ›› Issue (4): 827-831.

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Cationic Gold or Silver Catalyzed Intramolecular Carbocyclizationof Carbon Tethered Internal Alkynyl Cyclopropanol Silyl Ethers

LIU Chunli1,2, BAN Daming1, Yamamoto Yoshinori3   

  1. 1. Research and Development Center of Fine Chemicals, Guizhou University, Guiyang 550025, China;2. School of Chemistry and Material Science, Guizhou Normal University, Guiyang 550001, China;3. Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 9808578, Japan
  • Received:2008-09-18 Online:2009-07-26 Published:2009-08-24
  • Contact: BAN Daming E-mail:bdaming@gznu.edu.cn.

Abstract:

The reactions of seven carbon tethered internal alkynyl cyclopropanol silyl ethers under the catalyzation of cationic gold or silver af
forded the corresponding α,βunsaturated enone with the highest yield of 78%. The structures of these compounds were identified by IR, 1 H NMR, 13C NMR spectra. The mechanism of cycloreaction was also dicussed.

Key words: cationic gold or silver, internal alkynyl, intramolecular carbocyclization, reaction mechanism

CLC Number: 

  • O623.522