Samarium diiodide-induced radical cyclization of oxime ether connected with formyl group: Synthesis of 4-pyrimidinyl- and 4-purinylpyrrolidin-3-ol nucleoside analogues

被引:52
作者
Miyabe, H [1 ]
Kanehira, S [1 ]
Kume, K [1 ]
Kandori, H [1 ]
Naito, T [1 ]
机构
[1] Kobe Pharmaceut Univ, Kobe, Hyogo 6588558, Japan
关键词
D O I
10.1016/S0040-4020(98)00274-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
SmI2-induced 5-exo-trig radical cyclization of oxime ether intramolecularly connected with the formyl group was found to be particularly effective for preparing cyclic trans-amino alcohol in good chemical yield with a high degree of stereoselectivity. Ils successful application to the synthesis of a novel class of 4-pyrimidinyl- and 4-purinylpyrrolidin-3-ol nucleoside analogues is also described. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5883 / 5892
页数:10
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