Grignard Reaction

V. Grignard, Compt. Rend. 130, 1322 (1900).

Traditionally, it is the addition of organomagnesium compounds (Grignard reagents) to carbonyl compounds to generate alcohols. A more modern interpretation extends the scope of the reaction to include the addition of Grignard reagents to a wide variety of electrophilic substrates:

Early review: D. A. Shirley, Org. React. 8, 28-58 (1954). Preparation of Grignard reagents: Y. H. Lai, Synthesis 1981, 585-604. Mechanistic study: K. Maruyama, T. Katagiri, J. Phys. Org. Chem. 2, 205 (1989). Review of stereoselective addition of carbonyl compounds: D. M. Huryn, Comp. Org. Syn. 1, 49-75 (1991). General review: G. S. Silverman, P. E. Rakita in Kirk-Othmer Encyclopedia of Chemical Technology vol. 12 (Wiley-Interscience, New York, 4th ed., 1994) pp 768-786. Cf. Barbier(-type) Reaction.