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Synlett 2000; 2000(6): 0844-0846
DOI: 10.1055/s-2000-6709
DOI: 10.1055/s-2000-6709
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New and Regioselective Synthesis of 4-Ylidene-tetronic Acids by Lewis-Acid Catalyzed Cyclization of 4-Alkoxy-bis-(trimethylsiloxy)-1,3-dienes with Oxalyl Chloride
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Publication History
Publication Date:
31 December 2000 (online)
A new approach for the synthesis of 4-ylidene-tetronic acids is reported which involves Me3SiOTf-catalyzed, regio- and stereoselective cyclization of 4-alkoxy-bis-(trimethylsiloxy)-1,3-dienes with oxalyl chloride and subsequent chemoselective deprotection of the 3-hydroxy-group.
butenolides - cyclizations - dianion synthons - oxalic acid - regioselectivity