Unexpected N-glycosidation reaction of glycals with 1-amino-anthracene: structure revision and application to the synthesis of new analogues of marmycin A
作者:Xuefeng Zhang、Xiaolong Jiang、Chunyong Ding、Qizheng Yao、Ao Zhang
DOI:10.1039/c2ob27020j
日期:——
anthracen-1-amine with glycals was identified, and its use in the synthesis of C1′ N-linked analogues of natural product marmycin A was explored. The structures of all these products were determined by 1D and 2D NMR, CD spectra, and X-ray crystal analysis. These products were then subjected to Friedel–Crafts acylation, Dess–Martin oxidation and nucleophilic addition leading to novel natural product analogues bearing
意外的N-糖基化反应 蒽-1-胺 鉴定出具有糖基的化合物,并将其用于合成天然产物的C1'N-连接的类似物 霉素A被探索了。所有这些产物的结构均通过1D和2D NMR,CD光谱和X射线晶体分析确定。然后将这些产品进行Friedel-Crafts酰化,Dess-Martin氧化和亲核加成反应,从而得到带有季碳中心的新型天然产物类似物。