Nucleophilic addition of organochromium reagents to carbonyl compounds
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概要
- 論文の詳細を見る
One important theme in organic synthesis is to accomplish highly selective transformations under mild conditions, which yield only desirable products. During the past two decades, we have developed several useful tools to achieve this, i.e., organochromium reagents. This review focuses on the following themes: 1) The historical background of organochromium reagents. 2) The development of the allylic chromium reagent (Nozaki-Hiyama reaction). 3) Nickel-catalyzed addition of alkenyl-, aryl-, and alkynyl halides to aldehydes (Nozaki-Hiyama-Kishi (NHK) reaction). 4) Wittig-type olefination with geminal dichromium reagents. 5) Representative applications of organochromium reagents to the total syntheses of biologically active compounds.
- 日本学士院の論文
著者
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TAKAI Kazuhiko
Department of Applied Chemistry, Faculty of Engineering, Okayama University
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Takai Kazuhiko
Department Of Applied Chemistry Faculty Of Engineering Okayama University
関連論文
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- Alkylidenation of Ketones by gem-Dibromoalkane, SmI_2, and Sm in the Presence of Catalytic Amount of CrCl_3
- Reaction of Tantalum-Alkyne Complexes with Hydrazones. Stereoselective Synthesis of (E)-Allylic Hydrazines.
- Catalytic Performance of Tantalum-η^2-Alkyne Complexes [TaCl_3(R^1C≡CR^2)L_2] for Alkyne Cyclotrimerization
- Successive Carbon-Carbon Bond Formation by Sequential Generation of Radical and Anionic Species with Manganese and Catalytic Amounts of PbCl_2 and Me_3 SiCl
- Nucleophilic addition of organochromium reagents to carbonyl compounds
- Transformation of Aldehydes into (E)-1-Alkenylsilanes and (E)-1-Alkenylboronic Esters with a Catalytic Amount of a Chromium Salt
- Teritary Amine-Accelerated Allylgallation of Terminal Alkynes
- Activation of Manganese Metal with a Catalytic Amount of Lead and Me_3SiCl and Its Application to Organic Synthesis
- Cross-coupling reaction between enol phosphates and organoaluminium compounds in the presence of palladium(0) catalyst.
- Isomerization of allylic alcohols catalyzed by vanadium or molybdenum complexes.
- Stereoselective epoxidation of allylic alcohols and dehydrogenative oxidation of secondary alcohols by means of t-butyl hydroperoxide and aluminium reagents.
- Baeyer-Villiger oxidation with Me3SiOOSiMe3 under assistance of SnCl4 or BF3OEt2.
- Chromium(VI) or ruthenium(II) complex catalysis in oxidation of alcohols to aldehydes and ketones by means of bis(trimethylsilyl) peroxide.
- Aliphatic Claisen rearrangement promoted by organoaluminium reagents.