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Allylic alkylation versus Michael induced ring closure: chelated enolates as versatile nucleophiles
Matthias Pohlman1, Uli Kazmaier, Thomas Lindner
1Institut für Organische Chemie, Universität des Saarlandes, D-66123 Saarbrücken, Germany.
The Journal of Organic Chemistry
|September 25, 2004
Abstract:
Allylic carbonates 8 bearing an electron-withdrawing ester functionality can act as substrates for palladium-catalyzed allylic alkylations or as Michael acceptors with the option to undergo subsequent ring closure. Chelated amino acid ester enolates 1' are versatile nucleophiles for both reactions giving high yields and selectivites.