Mita Naka, Tamura Osamu, Ishibashi Hiroyuki, Sakamoto Masanori
Meiji Pharmaceutical University, Noshio, Kiyose, Tokyo 204-8588, Japan.
Org Lett. 2002 Apr 4;4(7):1111-4. doi: 10.1021/ol0200044.
[reaction: see text] The stereoselectivity of nucleophilic addition of 2-trimethylsilyloxyfuran to N-gulosyl-C-alkoxymethylnitrones was investigated. It was found that the selectivity was highly dependent on the bulkiness of the C-substituent of the nitrone. The major adducts were elaborated into the key intermediate of polyoxin C.
[反应:见正文] 研究了2-三甲基硅氧基呋喃对N-古洛糖基-C-烷氧基甲基硝酮的亲核加成的立体选择性。发现该选择性高度依赖于硝酮C取代基的体积大小。主要加合物被转化为多氧霉素C的关键中间体。