Tetrahedron

CH 3 Li/TiCl 4: A non-basic and highly selective grignard analogue

MT Reetz, SH Kyung, M Hüllmann

Index: Reetz, M. T.; Kyung, S. H.; Huellmann, M. Tetrahedron, 1986 , vol. 42, # 11 p. 2931 - 2935

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Citation Number: 54

Abstract

Treatment ofCH3Li or CH3MgCl with TiCI4 results in quantitative formation ofCH3TiCl3, a non-basic reagent which reacts chemo-and stereoselectively with carbonyl compounds It is considerably more reactive than the alkoxy analogue CH3Ti (OCHMe2) 3. This means that selective addition to ketones [which often react sluggishly with CH3Ti (OCHMe2) 3] in the presence of such a functionality as nitro, cyano and ester groups is possible. Addition to ...