Tetrahedron

Di (lithiomethyl) benzenes from di (chloromethyl) benzenes by a DTBB-catalysed lithiation under Barbier-type conditions

C Gómez, FF Huerta, M Yus

Index: Gomez, Cecilia; Huerta, Fernando F.; Yus, Miguel Tetrahedron, 1997 , vol. 53, # 40 p. 13897 - 13904

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Citation Number: 9

Abstract

The reaction of 1, 2-, 1, 3-and 1, 4-di (chloromethyl) benzenes (1a-c) and different electrophiles [PriCHO, ButCHO, PhCHO,(CH2) 5CO, PhCOMe, Me3SiCl] with an excess of lithium powder and a catalytic amount of DTBB (4 mol%) in THF at 0° C leads, after hydrolysis with water, to the expected dioles or disilylated compounds 2aa-cf.

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