The New Metabolite (S)??Cinnamoylphosphoramide from Streptomyces sp. and Its Total Synthesis

…, T Schuhmann, J Piel, P von Zezschwitz…

Index: Quitschau, Melanie; Schuhmann, Tim; Piel, Joern; Von Zezschwitz, Paultheo; Grond, Stephanie European Journal of Organic Chemistry, 2008 , # 30 p. 5117 - 5124

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Citation Number: 9

Abstract

Abstract The tunicate-associated strain Streptomyces sp. JP90 produces the unprecedented metabolite cinnamoylphosphoramide (1) among several other compounds. Structure elucidation was accomplished by NMR spectroscopic studies and efficient total synthesis. The absolute configuration at phosphorus was determined by synthesis of both enantiomers of 1 performing a resolution of the corresponding diastereomeric phosphoramides of L- ...