Photosensitized Oxidation of Furans; Part 18: A Simple Method for a One-Pot Synthesis of Functionalized Methyl cis-4-Oxoalk-2-enoates

…, F Cermola, A Piazza, R Scarpati, ML Graziano

Index: Iesce; Cermola; Piazza; Scarpati; Graziano Synthesis, 1995 , # 4 p. 439 - 443

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Citation Number: 14

Abstract

Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a Wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 ...

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