Science of Synthesis

Poli, R.; Smith, K. M., Science of Synthesis, (2003) 2, 311.

This methodology was pioneered by Hiyama[‌126‌] and refined by Kishi[‌127‌] and Nozaki.[‌128‌] The organochromium reagent is readily formed from chromium(II) salts upon one-electron oxidative addition (Section ‌2.6.4.2.1‌) of a wide range of substrates including al­lyl, propargyl, alkenyl, and aryl halides, alkenyl tri­fluo­ro­methane­sul­fo­nates, and al­lyl sul­fon­ates and phos­phates. The most convenient chromium(II) salt is the an­hy­dro­us chlo­ride, which can either be purchased or prepared in situ from chromium(III) chlo­ride and various reducing agents. The performance of the chromium(II) chlo­ride reagent in forming the Cr—C bond is enhanced by the addition of a catalytic amount of nickel(II) chlo­ride.[‌127‌,‌128‌]

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‌Meeeee 88‌ Mee Meeeee–Meeeee–Meeee Meeeeeee[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

8,8,8-Mee­eeee­eeeeeee-8,8-eeee-8-ee; Meeeeee Meeeeeeee:[‌888‌]

MeMe8 (8.88 e, 88 eeee) eee eeeeeee eeee MeMeM8 (888 ee, 88.8 eeee) ee MMM (88 eM). Meeee eeeeeeee ee ee eee 88 eee, 8-eeee­ee­eee-8-eeee (8.88 e, 8.8 eeee) eee eeeeeeeeeeee 8-eee­ee-8-eeee­ee­eee-8-eee (8.88 e, 88.8 eeee) ee MMM (88 eM) eeee eeeee eeeeeeee eeee 88 eee. Meeeeeee eee 8 e, eeeeeeee ee eeeeee eee eeeeeeeeeeee (88–888°M/8 Meee, Meeeeeeee), eeee eee eeeeeee ee ee eee; eeeee: 8.88 e (88%).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 88e, 8888.
• 8.Meeeee-Meee, (8888) M 88e, 888.
• 8.Meeeee-Meee, (8888) M 88e, 8888.