AsymmetricPalladiumCatalysisThis Letter describes the first catalytic asymmetric α-allylic alkylation of thioamides. By using 5mol% Pd-(R)-DM-BINAP complex as the chiral catalyst, various thioamides were efficiently α-allylic alkylated with 1,3-diarylallyl carbonates under mild conditions, affording...
The palladium-catalyzed asymmetric allylic alkylation (Pd-AAA) reaction has played a key role in creating such stereocenters and has allowed researchers to synthesize a vast number of biologically potent natural products. However, synthetic methodologies to access compounds containing α-aryl groups to ...
The enantioselectivities arising from a Pd-catalyzed Heck reaction (>98% ee) and an allylic alkylation (>90% ee) using a 3,5-di-tert-butyl-MeOBIPHEP chiral auxiliary (1) are reported. Higher ee's are observed with the 3,5-dialkyl substit... G Trabesinger,A Albinati,N Feiken - 《...
The alpha-alkylation of carbonyl compounds is a fundamental carbon-carbon bond-forming reaction in organic synthesis. The conventional alpha-alkylation of carbonyl compounds is performed by utilizing stoichiometric amounts of metal enolates for addition to alkyl halides. In this context, the catalytic ...
Direct catalytic intermolecular a-allylic alkylation of aldehydes by combination of transition-metal and organocatalysis. Angew. Chem. Int. Ed. 45, 1952-1956 (2006).IsmailIbrahem,ArmandoCórdova.  Direct Catalytic Intermolecular α‐Allylic Alkylation of Aldehydes by Combination of Transition‐Metal ...
Xu Liwen,Gao Guang,Gu Fenglei,et al.Dual amine-and br nsted acid-catalyzed α-allylic alkylation of aldehydes[J].Advanced Synthesis & Catalysis,2010,352(9):1441-1445.Xu Liwen,Gao Guang,Gu Fenglei. Dual amine-and br nsted acid-catalyzed α-allylic alkylation of aldehydes[J].Advanced ...
Alkylation of allylic derivatives. 5. Loss of double-bond configuration associated with .alpha.-alkylation of allylic carboxylates with dialkylcuprates. Harlan L. Goering,Steven S. Kantner. Journal of Organic Chemistry . 1983Harlan L. Goering,Steven S. Kantner.Alkylation of allylic derivatives. 5...
allylic alkylationA synthetically useful approach for the synthesis of functionalized alpha, alpha-disubstituted alpha-amino acid derivatives via palladium-catalyzed 1,7 addition of readily available aldimine esters to vinylcyclopropanes is reported. This methodology was operated under mild conditions, ...
ENANTIOSELECTIVE SYNTHESIS OF alpha-QUATERNARY MANNICH ADDUCTS BY PALLADIUM-CATALYZED ALLYLIC ALKYLATIONThis invention provides enantioenriched Mannich adducts with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula...
multifunctionalThe first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional alpha-gem-difluoroketones with up to 97% yields. Moreover, the gram-scale synthesis and the diversifying ...