Desulfurization of the epidithiopiperazinedione sirodesmin PL with triphenylphosphine: retention of configuration at the bridgehead carbon atoms

JP Ferezou, A Quesneau-Thierry…

文献索引：Ferezou, Jean Pierre; Quesneau-Thierry, Annik; Cesario, Michele; Pascard, Claudine; Barbier, Michel Journal of the American Chemical Society, 1983 , vol. 105, # 16 p. 5402 - 5406

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被引用次数: 8

摘要

Abstract: Sirodesmin PL (3), an epidithiopiperazinedione toxin produced by the fungus Phoma lingam Tode, easily reacts with triphenylphosphine to give the corresponding monosulfide 4. The stereochemical course of the reaction has been studied through chemical transformations of 4 and X-ray analysis of its diacetyl derivative 12. The desulfurization of 3 is shown to proceed with retention of configuration at both bridgehead ...