Synlett

Synthesis of Vinyllactones via Allylic Oxidation of Alkenoic Acids

M Bischop, J Pietruszka

Index: Bischop, Martina; Pietruszka, Joerg Synlett, 2011 , # 18 p. 2689 - 2692

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Citation Number: 6

Abstract

We were pleased to find that, upon applying the White conditions utilizing catalyst 3 (albeit at room temperature), on heptenoic acid (2), formation of lactone 1 was immediately possible in good yield (79%, Scheme [²] ) not observing any difficulties during purification. While the corresponding butyrolactone 4 could also be readily synthesized (96%), medium-ring lactones 5 could not be isolated. Additional substituents did not hamper the reaction: lactone 6 (from the known ...