Addition of germyl anions to aliphatic ketones and α,β-unsaturated ketones
摘要:
Trimethylgermyllithium reacts with aliphatic ketones and alpha,beta-unsaturated ketones to give the corresponding trimethylgermylcarbinols stereoselectively and enolates of 3-germyl ketones regioselectively.
Metal-free trimethylgermyl anions were prepared by cleavage of the Ge-Si bond of (trimethylsilyl)trimethylgermane and the Ge-Ge bond of hexamethyldigermane with tetrabutylammonium fluoride (TBAF) in hexamethylphosphoric triamide (HMPA). The reactions of metal-free germyl anions produced by a catalytic or one-equivalent amount of TBAF with organic halides carbonyl compounds, and alpha,beta-unsaturated ketones were examined.
Mochida Kunio, Nanba Michihiko, Polyhedron, 13 (1994) N 6-7, S 915-917