The Journal of Organic Chemistry

Regioselective metalation reactions of some substituted (methoxymethoxy) arenes

MR Winkle, RC Ronald

Index: Winkle, Mark R.; Ronald, Robert C. Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2101 - 2108

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Citation Number: 167

Abstract

The methoxymethoxy substituent acts aa a relatively strong ortho-directing group in hydrogen-metal exchange reactions. However, the directing effects are influenced by the metalation medium, thus permitting an unusual degree of control of the site of metalation. In conjunction with weak ortho-directing groups, the metalation ortho to the methoxymethoxy group can be directed to either of the ortho positions by controlling the electron-donating ...

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