119924-84-4Relevant articles and documents
Carbonylation of Alkyl Radicals Derived from Organosilicates through Visible-Light Photoredox Catalysis
Cartier, Alex,Levernier, Etienne,Corcé, Vincent,Fukuyama, Takahide,Dhimane, Anne-Lise,Ollivier, Cyril,Ryu, Ilhyong,Fensterbank, Louis
supporting information, p. 1789 - 1793 (2019/01/09)
Primary, secondary, and tertiary alkyl radicals formed by the photocatalyzed oxidation of organosilicates underwent efficient carbonylation with carbon monoxide (CO) to give a variety of unsymmetrical ketones. This study introduces the possibility of radi
Atom-economical synthesis of unsymmetrical ketones through photocatalyzed C-H activation of alkanes and coupling with CO and electrophilic alkenes
Ryu, Ilhyong,Tani, Akihiro,Fukuyama, Takahide,Ravelli, Davide,Fagnoni, Maurizio,Albini, Angelo
supporting information; experimental part, p. 1869 - 1872 (2011/04/16)
A three-component coupling between alkanes, CO, and electron-deficient alkenes in the presence of a catalytic amount of (nBu4N) 4W10O32 (TBADT) has resulted in the efficient formation of unsymmetrical ketones. This process is based on the carbonylation of alkyl radicals photocatalytically generated by C-H activation of alkanes and the subsequent addition to alkenes (see scheme; EWG=electron-withdrawing group).
Stereoselective Reduction of γ-Oxobutanoic Acids Using DIBAL-H and ZnCl2
Frenette, R.,Monette, M.,Bernstein, M. A.,Young, R. N.,Verhoeven, T. R.
, p. 3083 - 3089 (2007/10/02)
A variety of γ-aromatic γ-ketobutanoic acids can be reduced selectively, under optimized conditions, by the use of DIBAL-H and ZnCl2 to provide the (RS,SR)-γ-aryl-γ-hydroxy-β-methylbutanoic acids.Further evidence has been gathered to support the hypothesis that the reaction proceeds by formation of a seven-membered ring complex with the aluminium or zinc atom bridging the ketone and carboxyl groups which preceeds the reduction step and that this templated reduction accounts for observed high diastereoselectivity.Also we have shown that some γ-aryl-γ-butyrolactones can be easily transformed via an oxidative cleavage of the aromatic ring to provide selective synthesis of either cis- or trans-tetrahydro-3-methyl-5-oxo-2-furancarboxylic acid derivatives.
