Science of Synthesis

Malacria, M.; Aubert, C.; Renaud, J.-L., Science of Synthesis, (2001) 1, 493.

Tetrakis(trimethylphosphine)cobalt(0) (‌82‌) is an efficient mediator for the one-pot Reformatsky-type reaction of activated halogen derivatives (esters, amides, lactones, or nitriles) with carbonyl compounds (aldehydes or ketones), producing secondary and tertiary alcohols (‌Scheme 63‌).[‌218‌] This system offers several advantages over the classical Reformatsky reaction,[‌242‌] the most notable being the milder conditions (e.g., at temperatures as low as −50°C) and the higher yields of addition products.

‌Meeeee 88‌ Mee-Mee Meeeeeeeeee-Meee Meeeeeeee eee Meeeeeeee ee β-Meeeeee Meeeeeeeeeee[‌888‌,‌888‌]

Mee eeeeeeeee eee ee eeeeeee eee eeeeee ee eee eeeeeeee ee eeeeeeeeeeeeee ee eeeeeeeee eeeeeee ee eeeeeee. Meeeeeeee eeeeeeeee ee eeee eeeeeeee eee eee eeeeeee eeeeee ee eeeeeeee eeeeeeee eee eeeeeeee eeee e “eee-eee” eeeeeeeee ee eeeee eee eee eeeeeee eeeeeeee eee eeeee eeeeeeeeeeeeee ee ee eeeeeeeee eeeeee ee eee eeeeee(8) eeeeeee. Mee eeee eeee eee eeeeeeee eee ee eeeeeeeee eeee e eeeeeeeee eeeeee ee eeeeeee ‌88‌ eeeeeee eee eeeeeeeeeeee eeeeeeee ee eee eee ee eeeeeeeeeeeeeeeeee. α-Meee eeeeeeeeeeee eeeee eeee eeeeeeee eeeeeeeee ee eeee, ee eeeeeee e eeeeeee ee β-eeeeeee eeeeeeeeeeee (‌Meeeee 88‌).[‌888‌]

M eeeeeeeee eeeeeeeee eee eeeeeeeee eeeeeeee ee eee eeeeeeeee eeeeeee eeeeeeee ee eee eeeeee(8) eeeeeee ee eeee e eeeeee(MM) eeeeeee, ee eeee ee eeeeeeeeeeee ee e eeeeeeeee eeeeee ee e eeeeeeee eeeee eeeee, eee eeee eeeeeeeeee. Meeeeeee eeeeeee eee eee eeeeeee eeeeeeee eeeee ee eee eeee eeeeee eeeeee eeeee eeee eeeee eee 8,8-eeeeeeee eeeeeee, eeeeeeee eeee e eeeeee(MM)–eeeeeeeee eeeeeee eeee eeeee eee eeeeee eeeeee(8) eeeeeee eee ee eeeeeeeeeee ee eeeeeeeee eeeee ee eeeeeee ee eeeee ee eee eeeeee(8)–eeeeee(MM)–eeeeee(8) eeeeee eeeeeeeeee.

Me eee eeeee eeee, eeeeeeee ee α-eeeee eeeeeee ee eeeeeeee eeeeeeeee (eeeeeee eee eeeeeeeee) ee eee eeeeeeee ee eeeeeee ‌88‌ eeeeeee ee eee eeeeeeeee ee eeeee eeeeeeee ee eeee eeeeee (‌Meeeee 88‌).[‌888‌] Meeee eeeeeeee eee eeeeee ee eee eeeeeeee eeee ee eee eeeeeee eeee eee eeee eeeeeeee ee eeee eeeeeeeeeeeeeeeeeeee (eeeee eeeeeeeeeee eee eeeeeeeee eeeeeeee), eeeeeeeee ee eeee eee eeeeeeeeeeee eee ee eee eeeee eeeeeeee.

‌Meeeee 88‌ Meeeeeee(eeeeeeeeeeeeeeeeee)eeeeee(8)-Meeeeeee Meeee-Meee Meeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

Mee-Mee Meeeeeeeeee-Meee Meeeeeee; Meeeeee Meeeeeeee:[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeeeee eeeeeeeee: Me ee, eeeee M8, e eeee eeeeeeeeee eee eeeeeeee ee eeeeee (8.8 eeee) eee e eeeeeee eeeeeeeeee (8.8 eeee) ee MMM (8 eM) eee eeeee eeeeeeee, eeee e 8-e eeeeee, ee e eeeeeeee ee [Me(MMe8)8] (‌88‌). Mee eeeeeee eee eeeeeee eee ee eeeeeeeeee 88 eee, eeeeeee eeee Me8M, eeeeee eeee eeeeeee eee/8.8 M MMe, eee eeeeeeeee eeee MeMMe (8 × 88 eM). Mee eeeeeee eeeeee eeee eeeeeeeee, eeeeee eeee M8M, eeeee (Me8MM8), eee eeeeeeeeee ee eeeeeee. Mee eeeee eeeeeeee eee eeeeeeeeeeeeeee (eeeeee eee, MeMMe/eeeeee 88:88) eee eeeeeeeee eee eeeeeeeeeeeee eeeeeee.

Mee-Mee Meeeeeeeeeeeeeeee Meeeeeeeeee-Meee Meeeeeeee; Meeeeee Meeeeeeee:[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeeeeeeee eeeeeeeee: Meeee eeee eeeeeee eee eeeeeee ee eee eeeeeeeeeeeeee eeeeeeeee eeeeee eeee eee eeeee ee eeeeee/eeeeeeee ee eeeeee/eeeeeee eeeeeeeeee eee 8.8:8:8.

M 8 M eeee ee Me8M ee MMM (8 eM) eee eeeee ee e eeeeeee ee eeeeeeeee Me eeeeeeee (888 ee) eee eeeee MeMe8 (88 ee, 8.8 eeee). Mee eeeeeee eee eeeeeee ee ee eeeee M8 eeeee e eeee eeeee eeeee eeeeeeeee (8–8 e). M MMM eeee (8 eM) ee eee eeeeeee eeeeeeeeee (8 eeee) eee eeeeeeee ee eeeeee (8 eeee) eee eeeee eeeeeeee eeee e 8-e eeeeee. Meeeeeeeee eeeeeeeee eee eeeeeeeee ee eeee eeeeeeeee eee eee eeeeeeeeeeeeee eeeeeeee.

Meeee-Meee Meeeeeee; Meeeeee Meeeeeeee:[‌888‌]

Mee eeeeeeee eee eeeeeee eee eeeeeee ee eee Meeeeeeeeee-eeee eeeeeeeee eeeeee ee e eeeeeeeeeeeeee ee ee e eeeeeeeeeeeeeeeee eeeeeee eeeeee eeee eee eeeeeee eeeeeeeeee eee eeeeeeee ee ee α-eeee eeeeee.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 88e, 8888.