Nucleophilic Addition of lanthanoid metal umpoled diaryl ketones to electrophiles

Z Hou, K Takamine, O Aoki, H Shiraishi…

Index: Hou, Zhaomin; Takamine, Kan; Aoki, Osamu; Shiraishi, Hiroyuki; Fujiwara, Yuzo; Taniguchi, Hiroshi Journal of Organic Chemistry, 1988 , vol. 53, # 26 p. 6077 - 6084

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Citation Number: 87

Abstract

Ytterbium metal promoted cross-coupling reactions of diaryl ketones with a variety of electrophiles are described. Diaryl ketones treated with 1-2 equiv of Yb metal react smoothly with other ketones, nitriles, epoxides, COz, etc., to give the corresponding unsymmetrical pinacols, a-hydroxy ketones, 1, 3-diols, a-hydroxy carboxylic acids, etc., in good yields repectively. These reactions occur via nucleophilic addition of the intermediates 4a-c to ...