The synthesis of carbohydrate-derived acylsilanes and their intramolecular free radical cyclizations with the formation of polyoxygenated cyclopentanes
作者:Che-Chien Chang、Yu-Hsien Kuo、Yeun-Min Tsai
DOI:10.1016/j.tetlet.2009.04.032
日期:2009.7
convenient way for the synthesis of acylsilanes from arabinose, lyxose, and ribose is developed. All the chiral centers of the carbohydrate templates are conserved, and only the reducing end is transformed into the acylsilane functional group. The non-reducing end of the templates can be converted into a bromide. These bromo acylsilanes undergo efficient intramolecular radical cyclizations to give polyoxygenated
开发了一种从阿拉伯糖,山糖和核糖合成酰基硅烷的简便方法。碳水化合物模板的所有手性中心都是保守的,只有还原端被转化为酰基硅烷官能团。模板的非还原端可以转化为溴化物。这些溴酰基硅烷经过有效的分子内自由基环化反应,得到多氧化环戊烷。