Establishment of Benzodioxazine Core Structure for Sarcodonin Class of Natural Products by X-ray Analysis
作者： Hironori Masubuti , Yasuhisa Endo , Hiroshi Araya , Hidehiro Uekusa , Yoshinori Fujimoto
DOI: 10.1021/OL400595K
关键词: Chemistry 、 Core (graph theory) 、 Molecule 、 Derivative (chemistry) 、 Ring (chemistry) 、 Yield (chemistry) 、 Trimethylsilyldiazomethane 、 Aminal 、 Stereochemistry 、 Group (periodic table) 、 Physical and Theoretical Chemistry 、 Organic chemistry 、 Biochemistry
摘要: Sarcodonin e (2), isolated from Sarcodon scabrosus, was treated with trimethylsilyldiazomethane to yield a crystalline methylated derivative 6. The structure of 6 determined by X-ray analysis, which confirmed the presence an unprecedented N(1b)-OMe group, configuration at N(1b) and 1,3,4-substituted phenyl ring 2. More importantly, structures 2 have answered intriguing problem solving core sarcodonin class natural products, establishing that sarcodonins benzodioxazine structure, rather than recently proposed benzodioxane aminal structure.
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