α-Chiral Acetylenes Having an All-Carbon Quaternary Center: Phase Transfer Catalyzed Enantioselective α Alkylation of α-Alkyl-α-alkynyl Esters

α-Chiral Acetylenes Having an All-Carbon Quaternary Center: Phase Transfer Catalyzed Enantioselective α Alkylation of α-Alkyl-α-alkynyl Esters

Going through the phases: The title reaction was found to proceed by an initial base-mediated isomerization to allenyl esters and subsequent phase transfer catalyzed alkylation at the α position of the ester (see scheme).

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Veröffentlicht in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (27), p.5014-5017
Hauptverfasser: Hashimoto, Takuya, Sakata, Kazuki, Maruoka, Keiji
Format: Artikel
Sprache:eng
Schlagworte:
alkylation
alkynes
asymmetric synthesis
phase‐transfer catalysis
synthetic methods
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Beschreibung
Zusammenfassung:Going through the phases: The title reaction was found to proceed by an initial base-mediated isomerization to allenyl esters and subsequent phase transfer catalyzed alkylation at the α position of the ester (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200901977