Diols, alpha-Ketols, and Diones as 2(2 pi) Components in [2+2+2] Cycloadditions of 1,6-Diynes via Ruthenium(0)-Catalyzed Transfer Hydrogenation

作者：Sato, Hiroki; Bender, Matthias; Chen, Weijie; Krische, Michael J.^*

来源：Journal of the American Chemical Society, 2016, 138(50): 16244-16247.

DOI：10.1021/jacs.6b11746

• REDUCTIVE 3+2 CYCLOADDITION
• H BOND-CLEAVAGE
• TRICARBONYL COMPOUNDS
• CARBONYL-COMPOUNDS
• UNSATURATED-HYDROCARBONS
• MEDIATED CYCLOADDITION
• SYNTHETIC APPLICATIONS
• BENZOIC-ACIDS
• ALKYNES
• DIYNES

The first use of vicinal diols, ketols, or diones as 2(2 pi) components in metal-catalyzed [2+2+2] cycloaddition is described. Using ruthenium(0) catalysts, 1,6-diynes form ruthenacyclopentadienes that engage transient diones in successive carbonyl addition. Transfer hydrogenolysis of the resulting ruthenium(II) diolate mediated by the diol or ketol reactant releases the cycloadduct with regeneration of ruthenium(0) and the requisite dione.

• 出版日期2016-12-21