Intramolecular Palladium-Catalyzed Allylic Alkylation:  Enantio- and Diastereoselective Synthesis of [2.2.2] Bicycles

Intramolecular Palladium-Catalyzed Allylic Alkylation:  Enantio- and Diastereoselective Synthesis of [2.2.2] Bicycles

Pd-catalyzed asymmetric allylic alkylation provides both enantio- and diastereoselectivity in formation of bicyclo [2.2.2] octan-2,3-diones and quinuclidin-2-ones, the latter potential precursors to quinine alkaloids.

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Veröffentlicht in:Organic letters 2002-10, Vol.4 (20), p.3427-3430
Hauptverfasser: Trost, Barry M, Sacchi, Karna L, Schroeder, Gretchen M, Asakawa, Naoyuki
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids - chemical synthesis
Alkaloids - chemistry
Alkylation
Catalysis
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Palladium - chemistry
Quinine - chemical synthesis
Quinine - chemistry
Stereoisomerism
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Zusammenfassung:Pd-catalyzed asymmetric allylic alkylation provides both enantio- and diastereoselectivity in formation of bicyclo [2.2.2] octan-2,3-diones and quinuclidin-2-ones, the latter potential precursors to quinine alkaloids.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0265766