The Journal of Organic Chemistry

Some new 3-substituted 3-hydroxyselenetanes and their loss of selenium

G Polson, DC Dittmer

Index: Polson, George; Dittmer, Donald C. Journal of Organic Chemistry, 1988 , vol. 53, # 4 p. 791 - 794

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Citation Number: 19

Abstract

3-Phenyl-, 3-@-methoxyphenyl)-, and 3-ethyl-3-hydroxyselenetane were prepared by treatment of 2-substituted 2-(chloromethy1) oxiranes with selenide ion at room temperature or lower. At elevated temperatures 2-substituted allyl alcohols were the major products. Treatment of 3-phenyl-3-hydroxyselenetane with base gave 2-phenyl-2-propenol, and attempts to prepare the benzoate and 3, 5-dinitrobenzoate of 3-phenyl-3- ...