Tetrahedron

Directed regioselective lithiation of (η6-arene) chromium tricarbonyl complexes: Regioselective synthesis of anthraquinones and calamenenes

M Uemura, K Take, K Isobe, T Minami, Y Hayashi

Index: Uemura, Motokazu; Take, Kazuhiko; Isobe, Kazuo; Minami, Tatsuya; Hayashi, Yuji Tetrahedron, 1985 , vol. 41, # 24 p. 5771 - 5778

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Citation Number: 37

Abstract

(3-Methoxybenzylalcohol) chromium tricarbonyl (10) and (7-methoxy-1-tetralol) chromium tricarbonyl (12) are selectively lithiated at the 4-and 6-positions, respectively, by treatment with n-BuLi-TMEDA. Since the directed lithiation of the corresponding chromium free arenes normally proceeds at the 2-and 8-positions, complementarily substituted arenes can be prepared by using the chromium tricarbonyl complexes. The difierent position of lithiation ...