Intramolecular sulfur transfer in N-enoyl oxazolidine-2-thiones promoted by Brønsted acids. practical asymmetric synthesis of β-mercapto carboxylic acids and …

C Palomo, M Oiarbide, R Lopez…

Index: Palomo, Claudio; Oiarbide, Mikel; Dias, Flavia; Lopez, Rosa; Linden, Anthony Angewandte Chemie - International Edition, 2004 , vol. 43, # 25 p. 3307 - 3310

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Citation Number: 19

Abstract

The ability of Brønsted acids alone to efficiently promote the sulfur transfer process in N- enoyl oxazolidine-2-thiones to give β-mercapto carbonyl derivatives is demonstrated. The reactions proceed with essentially perfect diastereocontrol for a range of alkyl-substituted N-