Organoceriumreagents, prepared in situ by the treatment of organolithium compounds with cerium(III) iodide, exhibit characteristic reactivities toward ketones; at –65 °C, nucleophilic additions give the corresponding tertiary alcohols in excellent yields, while, at 0 °C to ca. room temperature, reductive coupling and/or reduction of the ketones prevail.
Oxidative nucleophilic addition of organovanadium reagents to aldehydes with formation of ketones
作者:Toshikazu Hirao、Daisuke Misu、Toshio Agawa
DOI:10.1021/ja00310a073
日期:1985.11
En presence de reactifs de Grignard ou de butyl-lithium les benzaldehydes, furfural, alcanals, enaldehydes reagissent avec VCl 3 , conduisant a des cetones
En存在 de reactifs de Grignard ou de 丁基锂 les benzaldehydes, furfural, alcanals, enaldehydes reagissent avec VCl 3 , conduisant a des cetones
Synergistic Relay Reactions To Achieve Redox‐Neutral α‐Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis
作者:Chen‐Chen Li、Jian Kan、Zihang Qiu、Jianbin Li、Leiyang Lv、Chao‐Jun Li
DOI:10.1002/anie.201915218
日期:2020.3.9
the first Grignard-type nucleophilic addition using olefinicalcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and
Barbier-Type Reactions of Aryl Halides with Ketones Mediated by Samarium Diiodide.
作者:Munetaka KUNISHIMA、Kazuhito HIOKI、Kazuhiro KONO、Takayuki SAKUMA、Shohei TANI
DOI:10.1248/cpb.42.2190
日期:——
Barbier-type reaction of aryl halides with ketones took place on treatment with samarium diiodide in benzene containing 10 % hexamethylphosphoric triamide (HMPA). The reaction involves an aryl samarium as an intermediate.