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Article Dans Une Revue Comptes Rendus. Chimie Année : 2013

N-t-butanesulfinyl amide: An optimised and versatile access from readily available starting materials

Résumé

Abstract We report the synthesis of t-butanesulfinylphthalimide and its complete regioselective ring opening by a range of nucleophiles. Further treatment of the obtained N-t-butanesulfinyl amides under basic conditions has been shown to give t-butanesulfinamide. Although the involvement of chiral nucleophiles in this process did not allow the isolation of enantiomerically pure t-butanesulfinamide, we have accessed in a rapid and efficient fashion the original compounds bearing two H-bond sites and two chiral centers that shall potentially exhibit some organocatalytic activity by comparison with known structurally related compounds.

Dates et versions

hal-00995063 , version 1 (22-05-2014)

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Citer

A. Honraedt, G. Caillot, E. Gras. N-t-butanesulfinyl amide: An optimised and versatile access from readily available starting materials. Comptes Rendus. Chimie, 2013, 16 (4), pp.350-357. ⟨10.1016/j.crci.2013.03.001⟩. ⟨hal-00995063⟩
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