Highly regioselective ring opening of oxiranes with phenoxides in the presence of β-cyclodextrin in water

K Surendra, NS Krishnaveni…

Index: Surendra; Krishnaveni, N. Srilakshmi; Nageswar; Rao, K. Rama Journal of Organic Chemistry, 2003 , vol. 68, # 12 p. 4994 - 4995

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Citation Number: 77

Abstract

The most straightforward synthesis of β-hydroxy ethers consists of the ring opening of glycidol with phenols in the presence of tertiary amines or under alkaline conditions at 80−130 °C. 9 However, there is a recent report of the synthesis of a variety of hydroxy ethers with phenoxide anions in micellar media with use of Ce(OTf) 4 . 10 Even in this methodology, regioisomers were obtained and the yields reported were particularly lower when the reaction was carried ...