Nucleophilic addition reaction of 2-trimethylsilyloxyfuran to N-gulosyl-C-alkoxymethylnitrones:: Synthetic approach to polyoxin C
Nucleophilic addition reaction of 2-trimethylsilyloxyfuran to N-gulosyl-C-alkoxymethylnitrones:: Synthetic approach to polyoxin C
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DOI：
10.1021/ol0200044
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发表时间：
2002-04-04
期刊：
影响因子：
5.2
通讯作者：
Sakamoto, M
中科院分区：
文献类型：
--
作者：
Mita, N;Tamura, O;Sakamoto, M
[图解]研究了2-三甲基硅氧基呋喃与N-古洛糖基-C-烷氧基甲基硝酮的亲核加成反应的立体选择性。结果表明，该反应的选择性与硝酮的C-取代基的体积大小密切相关。将主要加合物精制成关键中间体多氧菌素C。
[GRAPHICS]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.