Synlett

A convenient synthesis of tetrasubstituted furans from propargylic dithioacetals

JC Tseng, JH Chen, TY Luh

Index: Tseng, Jui-Chang; Chen, Jia-Hong; Luh, Tien-Yau Synlett, 2006 , # 8 p. 1209 - 1212

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Citation Number: 14

Abstract

Abstract A convenient procedure for the regioselective synthesis of tetrasubstituted furans from the corresponding propargylic dithioacetals is described. Treatment of propargylic dithioacetals with n-BuLi and an aldehyde followed by mercuric acetate promoted annulation and desulfurization affords the corresponding mercurio-substituted furans. Subsequent replacement of the mercury moiety with iodine yields the corresponding 2, 4, ...

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