芳香酮或芳香鹵代物與鑭系金屬（如鐿，Yb）絡(luò)合后，對(duì)酮，腈，環(huán)氧化物和鹵代物等進(jìn)行親核加成或親核取代的反應(yīng)。
酮與鑭系金屬的絡(luò)合物與腈反應(yīng)得到α-羥基酮。
2-Oxo-1,1,3-triphenylpropan-1-ol (6). Yb powder (173 mg, 1 mmol) under N2 was treated with a drop of MeI and was heated to activate the Yb. THF (2 mL) was added, followed by HMPA (1 mL). Under stirring benzophenone 1 (182 mg, 1 mmol) in THF (2 mL) was added, followed by phenylacetonitrile 5 (117 mg, 1 mmol). After 4 h stirring at 20 C, the mixture was quenched with 2N HCl, extracted with Et2O and the product separated by medium pressure LC to afford 187 mg of 6 (65%) and 50 mg of 4 (35%).
【Fujiwara Y, J Org Chem, 1988, 53, 6077】
酮與鑭系金屬的絡(luò)合物與環(huán)氧化合物反應(yīng)得到1,3-二醇。
芳香鹵代物與鑭系金屬反應(yīng)絡(luò)合得到類似格氏試劑的絡(luò)合物，可以和鹵代物進(jìn)行取代反應(yīng)。
取代反應(yīng)
【Su W, Tet Lett, 2002, 43, 2251】
相關(guān)文獻(xiàn)
1 Fujiwara Y Chem Lett 1981 1771
2 Fujiwara Y J Org Chem 1984 49 3237
3 Fujiwara Y J Org Chem 1987 52 3524
4 Fujiwara Y J Org Chem 1988 53 6077
5 Su W Tet Lett 2002 43 2251
編譯自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 170-171.
