Efficient synthesis of gamma-alkylidenetetronic esters by sequential Lewis acid catalyzed |
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| Authors: | Langer P Eckardt T Schneider T Göbel C Herbst-Irmer R |
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| Institution: | Institut für Anorganische Chemie der Georg-August-Universit?t G?ttingen, Tammannstrasse 4, 37077 G?ttingen, Germany. planger@uni-goettingen.de |
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| Abstract: | A new approach for the synthesis of gamma-alkylidenetetronic acids and esters is reported which involves Me3SiOTf-catalyzed, regio- and stereoselective cyclization of 4-alkoxy-1,3-bis(trimethylsilyloxy)-1,3-butadienes with oxalyl chloride. The alpha-hydroxy group of the butenolides is efficiently functionalized by palladium-catalyzed cross-coupling reactions via the corresponding enol triflates. |
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