Chiral Organometallic Reagents, VII. On the Configurational Stability of α??Methylbenzyllithium

…, T Rühl, F Chemla, T Zahneisen

Index: Hoffmann, Reinhard W.; Ruehl, Thomas; Chemla, Fabrice; Zahneisen, Thomas Liebigs Annalen der Chemie, 1992 , # 7 p. 719 - 724

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Abstract

Abstract α-Methylbenzyllithium (6) should possess either central or planar chirality. The rate of enantiomerization of 6 at—78 C was found to be faster than its addition to the amide 7, the ketone 8, or to the aldehyde 10, according to a test based on kinetic resolution. The benzyllithium compound 6 thus behaves in THF essentially as a prochiral entity.