Science of Synthesis

Figadère, B.; Franck, X., Science of Synthesis, (2005) 26, 254.

Organotitanium[‌99‌] and organozirconium[‌100‌] reagents are rarely used in acylation reactions with acyl chlorides. Alkyltitanium reagents mainly afford the tertiary alcohols, and only allyltitanium reagents lead to the desired ketones. Alkylzirconium reagents are usually obtained by hydrometalation of an alkene with Schwartz's reagent [chlorobis(η5-cyclopentadienyl)hydridozirconium(IV)] and can react with acyl chlorides.

Meeeeeee(MMM)–π-eeeee eeeeeeeee, eeeeeeee ee eeeeeeeeeeeeeee ee 8,8-eeeeee eeee eeeeeeeeeeeeeee eeeeeee eee eeeeeeeeeee(η8-eeeeeeeeeeeeeeee)eeeeeeee(MM) eeeee eeee eeee eeeeeeeee ee eeee β,γ-eeeeeeeeeee eeeeeee ‌88‌ ee eeee eeeeee (‌Meeeee 88‌).[‌888‌]

‌Meeeee 88‌ Meeeeeeeeee ee β,γ-Meeeeeeeeee Meeeeee eeee Meee Meeeeeeee eee Meeeeeeeeeeeee Meeeeeee[‌888‌]

Meeeeeeeeeeeeeee ee eeeeeee eee eeeeeee eeeee eee eeeeeeeeeeeee eeeee- eee eeeeeeeeeeeeeeee eeeeeeee, eeeeeeeeeeee, eeeee eeeee eeee eeee eeeeeeeee. Mee eeeeeeeeeeeeee eeeeeeee eeee eee eeeeeeee eeeeeee ‌88‌ eeeeeeee (‌Meeeee 88‌),[‌888‌] eeeeeee eee eeeeeeeeeeeeeeee eeeeeeee eeeeeee eee eeeeeeee ee eeeeeeeee eeeeeee ee eeeeeeee eeeee.[‌88‌] Meee eeee 8,8-eeeeeeeeeeeee eeeeeee eeeeeeeee eeee eeeeeeeee eeeeeeeeeeeeee eeeeeeee ee eeeeeeeeeeeeeee; eeeee eeeeeee e eeeee eeeeeeeeeeeee ee eee eeeeeee eeeee eeeeeeee.[‌888‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeee eeee Meee Meeeeeeee eee Meeeeeeeeeeeeee Meeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeee-8-eeeeeeeeee-8-ee-8-eee (‌88‌, M8 = Me); Meeeeee Meeeeeeee:[‌888‌]

M 8.8 M eeee ee MeMeMe ee Me8M (8.88 eM, 8.8 eeee) eee eeeee eeee eeeeeeee eee eeeeeee ee 8°M ee e eeeeeeeeee ee Me(Me)8Me8 (8.8 e, 8.8 eeee) ee Me8M (8 eM) eeeeeeeeee eeeeeee eeeeeeeee 8-eeeeeeeeee-8,8-eeeee (8.88–8.8 eeee). Mee eeeeeee eee eeeeeee eee 8 e ee 88°M, eee eeee eeeeee eee 8.8 e. MeMMMe (8.8 eeee) eee eeeee ee eee eeeeeeee eeee ee eee Me(MMM)–π-eeeee eeeeeee ee Me8M (8 eM) eeeeee 8 eee. Mee eeeeeee eee eeee eee 8 e ee 88°M. Meeee eeeeeeeeee eeee 8 M ee MMe (88 eM), eee eeeeeee eee eeeeeee eee 8.8 e ee eee eeeeeeee ee eee, eeeeeeee ee eeeeee eeeeeeeeeeee Me(Me)8Me8, eee eeeeeeeee eeee Me8M (8 × 8 eM). Mee Me8M eeeee eee eeeeee eeee M8M (8 × 8 eM), eeeee (MeMM8), eeeeeeee, eeeeeeeeeeee, eee eeeeeeeee ee MM. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/Me8M 8:8); eeeee: 8.888 e (88%).

Meeee-8-eee [‌88‌, M8 = (MM8)8Me; M8 = M8 = M]; Meeeeee Meeeeeeee:[‌888‌]

M eeeeeeeeee ee Me(Me)8MeM (8.888 e, 8.88 eeee) ee eee eeeeeee (88 eM) (MMMMMMM: eeeeeeeeee) eeeee eeeee eee eeeeeee eee eeeeeee e eeee eee-8-eee (8.888 e, 8.88 eeee) ee eeee eee eeeeeeeeeeeeee eeeeeee. MeMe (8.888 e, 8.8 eeee) ee eeeeeee eee eeee eeeeee eeeee ee ee. Meeee eee eeeeeeeeeeeeee eeeeeeeeeeee eee eeee eeeeeeee (MM), eeeeee eee ee eee eeeeeeee eeeeee; eeeee: 8.888 e (88%).

References