Synthesis of Enantioenriched α,α-Disubstituted Cyclopentenes Catalyzed by N-Heterocyclic Carbenes
نویسندگان
چکیده
منابع مشابه
Organocatalysis by N-heterocyclic carbenes.
In the investigation of efficient chemical transformations, the carbon-carbon bond-forming reactions play an outstanding role. In this context, organocatalytic processes have achieved considerable attention.1 Beside their facile reaction course, selectivity, and environmental friendliness, new synthetic strategies are made possible. Particularly, the inversion of the classical reactivity (Umpol...
متن کاملN-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums.
Highly enantioselective NHC-organocatalyzed synthesis of functionalized cyclopentenes proceeding via α,β-unsaturated acyl azolium intermediates is reported. The organocascade reaction of modified enals with malonic ester derivatives having a γ-benzoyl group involves the Michael-intramolecular aldol-β-lactonization-decarboxylation sequence to deliver cyclopentenes in good yields and excellent ee...
متن کاملN-Heterocyclic carbenes
The N-heterocyclic carbenes (NHC) now hold a preferredligand status in organic and organometallic chemistry. Their role in catalysis continues to grow. When the editorial staff at the Beilstein Journal of Organic Chemistry contacted me to act as a guest editor for the thematic series “N-Heterocyclic carbenes”, I was more than happy to accept what appeared to me to be a simple and exciting endea...
متن کاملAn insight into the mechanism of the aerobic oxidation of aldehydes catalyzed by N-heterocyclic carbenes.
N-Heterocyclic carbene catalysis for the aerobic oxidation and esterification of aromatic aldehydes was monitored by ESI-MS (MS/MS) and the key intermediates were intercepted and characterized using the charge-tag strategy.
متن کاملHighly enantioselective [4 + 2] cyclization of chloroaldehydes and 1-azadienes catalyzed by N-heterocyclic carbenes.
Highly functionalized dihydropyridinones were synthesized via the N-heterocyclic carbene-catalyzed enantioselective [4 + 2] annulation of α-chloroaldehydes and azadienes. Hydrogenation of the resulted dihydropyridinones afforded the corresponding piperidinones with high enantiopurity.
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ژورنال
عنوان ژورنال: Synthesis
سال: 2008
ISSN: 0039-7881,1437-210X
DOI: 10.1055/s-0028-1083284