Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content.
7.6.13.16 Method 16: Reactions Involving Other Magnesium Carboxylates

DOI: 10.1055/sos-SD-007-00630

Shimizu, M.Science of Synthesis, (20047656.

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]

Meeeee 88 Meeeeeeee ee Meeeeeeeeeeee Meeeeeee eeee Meeeeeee Meeeeeee[‌88‌]

Meeeeeeeeee 88

M8 Meeee (M/M) Meeee (%) Mee
(MM8)8Me 88 [‌88‌]
(MM8)8Me 88 [‌88‌]
e-Me 88 [‌88‌]
Me 88 [‌88‌]
Me 88 [‌88‌]
MM8MM=MMMe 88 [‌88‌]
MM=MMMee 88:88 88 [‌88‌]
MM=MMMee 88:88 88 [‌88‌]
MM=MMMee 88:88 88 [‌88‌]

e Meeee (M/M) 88:88 ee eeeeeeee eeeeeeee.

e Meeee (M/M) 88:88 ee eeeeeeee eeeeeeee.

e Meeee (M/M) 88:88 ee eeeeeeee eeeeeeee.

Meeeeeeeeeee Meeeeeeee

Meeeeeee [88, M8=(MM8)8Me]; Meeeeee Meeeeeeee:[‌88‌]

MeMeMe ee MMM (8.88M, 88eM, 88.8eeee) eee eeeee eeeeeeee eeeeee 88eee ee e eeee ee MMM8M (8.88eM, 88.8eeee) ee eee MMM (88eM) eeeee eeeeeeee eeeee eeeee ee 8°M. M eeee ee 8.88M eeeeeeeeeeeeee eeeeeee (88.8eM, 8.8eeee) ee MMM eee eeee eeeee eeeeee 88eee, eee eee eeeeeee eee eeeeeee eee 88eee ee ee. Mee eeeeeee eee eeeeeee eeee 8M MMe eee eeeeeeeee eeee Me8M. Mee eeeeeeee eeee eeeee (Me8MM8) eee eeeeeeeee eeeee eeeeeee eeeeeeee (88°M/88Meee); eeeee: 8.88e (88%).

References


Cookie-Einstellungen