催化学报

催化学报 ›› 2011, Vol. 32 ›› Issue (2): 231-234.DOI: 10.1016/S1872-2067(10)60169-6

• 研究快讯 • 上一篇    下一篇

Enantioselective Cycloetherification in a Micellar Catalysis System

Bhupesh S. SAMANT1,*, Sunil S. BHAGWAT2   

  1. 1Natural Product and Medicinal Chemistry Research Group, Division of Pharmaceutical chemistry, Faculty of Pharmacy, Rhodes University, Grahamstown, 6140, South Africa; 2Department of Chemical Engineering, Institute of Chemical Technology, Matunga, Mumbai, 400 019, India
  • 收稿日期:2010-11-22 修回日期:2010-12-22 出版日期:2011-01-26 发布日期:2014-06-25

Enantioselective Cycloetherification in a Micellar Catalysis System

Bhupesh S. SAMANT1,*, Sunil S. BHAGWAT2   

  1. 1Natural Product and Medicinal Chemistry Research Group, Division of Pharmaceutical chemistry, Faculty of Pharmacy, Rhodes University, Grahamstown, 6140, South Africa; 2Department of Chemical Engineering, Institute of Chemical Technology, Matunga, Mumbai, 400 019, India
  • Received:2010-11-22 Revised:2010-12-22 Online:2011-01-26 Published:2014-06-25

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摘要： The enantioselective cycloetherification of substituted keto phenols into their corresponding dihydrobenzofuran derivatives was carried out using hydrogen peroxide and chiral quaternary ammonium iodide in micellar media. This approach increased the conversion rate of cycloetherification and also widened the scope of this particular reaction for various substituted keto phenols with electron withdrawing as well as electron donating functionalities. The use of a surfactant in the cycloetherification reaction increased the yield of the corresponding enantioselective dihydrobenzofuran four times. The conversion rate of keto phenols into their corresponding dihydrobenzofuran derivatives was proportional to the concentration of the surfactant used in the reaction.

关键词: enantioselective cycloetherification, dihydrobenzofuran derivative, micellar catalysis

Abstract: The enantioselective cycloetherification of substituted keto phenols into their corresponding dihydrobenzofuran derivatives was carried out using hydrogen peroxide and chiral quaternary ammonium iodide in micellar media. This approach increased the conversion rate of cycloetherification and also widened the scope of this particular reaction for various substituted keto phenols with electron withdrawing as well as electron donating functionalities. The use of a surfactant in the cycloetherification reaction increased the yield of the corresponding enantioselective dihydrobenzofuran four times. The conversion rate of keto phenols into their corresponding dihydrobenzofuran derivatives was proportional to the concentration of the surfactant used in the reaction.

Key words: enantioselective cycloetherification, dihydrobenzofuran derivative, micellar catalysis