6293-37-4Relevant articles and documents
Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis
Longwitz, Lars,Werner, Thomas
supporting information, p. 2760 - 2763 (2020/02/05)
The carbon–carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle.
SYNTHESIS OF γ-KETOPIMELIC ACID DERIVATIVES BY RHODIUM CARBONYL-CATALYZED HYDROCARBONYLATION OF ACRYLIC ACID DERIVATIVES
Hong, Pangbu,Mise, Takaya,Yamazaki, Hiroshi
, p. 361 - 364 (2007/10/02)
The rhodium carbonyl-catalyzed reactions of acrylic acid derivatives (1) with CO in iso-propanol gave selectively γ-ketopimelic acid derivatives (2) in good yields.In the reaction of ethyl acrylate (1b) in iso-propanol-d8, deuterium scrambling in the methylene groups of the products (2b) was observed.