Journal of the American Chemical Society

Oxidative cyclization of some. gamma.-and. delta.-hydroxy olefins induced by tellurium dioxide

J Bergman, L Engman

Index: Bergman, Jan; Engman, Lars Journal of the American Chemical Society, 1981 , vol. 103, # 17 p. 5196 - 5200

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Citation Number: 43

Abstract

Abstract: Te02 reacted with 2 equiv of a y-or d-hydroxy olefin in acetic acid containing LiCI. The resulting dialkyltellurium dichlorides are derivatives of furan, tetrahydropyran, and 2, 3- dihydrobenzofuran, formed via an internal cyclization. The dialkyltellurium dichlorides were reduced to their corresponding dialkyltellurides with use of NazSzOS or hydrazine hydrate. A mechanism is postulated involving an electrophilic attack by a solubilized tellurium ...

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