Science of Synthesis

Shimizu, M., Science of Synthesis, (2004) 7, 656.

Magnesium carboxylates have sometimes been used in the synthesis of ketones through treatment with certain Grignard reagents. Although the early literature records a number of examples of such syntheses of ketones by reaction of Grignard reagents with carboxylic acids or metal carboxylates, this method has generally been found to be less satisfactory than the corresponding reactions of organolithium compounds.[‌64‌] It has, however, been reported that reactions of halomagnesium formates with primary alkyl-, alkenyl-, or arylmagnesium halides can give useful yields of aldehydes ‌24‌, providing that dry formic acid is used with tetrahydrofuran as the solvent (‌Scheme 16‌).[‌65‌]

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References

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• 8.Meeeee-Meee, (8888) 88/8e, 888.