Tin Tetrachloride??Catalyzed Regiospecific Allylic Substitution of Quinone Monoketals: An Easy Entry to Benzofurans and Coumestans

Y Liu, J Liu, M Wang, J Liu, Q Liu

Index: Liu, Yingjie; Liu, Jingxin; Wang, Mang; Liu, Jun; Liu, Qun Advanced Synthesis and Catalysis, 2012 , vol. 354, # 14-15 p. 2678 - 2682

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Citation Number: 14

Abstract

Abstract A highly regioselective allylic substitution of quinone monoketals with α-oxoketene dithioacetals is achieved under the catalysis of only tin tetrachloride (1 mol%). The advantages of the reaction, including its simplicity, rapidity, low catalyst loading of inexpensive tin tetrachloride, mild conditions and; in particular, the regiospecificity, is proposed to be due to a pseudo-intramolecular process. This new synthetic method ...