Synthesis of enantiomerically pure hydroxylated pyrroline N-oxides from D-ribose

被引:17
作者
Argyropoulos, NG [1 ]
Panagiotidis, TD [1 ]
Gallos, JK [1 ]
机构
[1] Aristotle Univ Thessaloniki, Dept Chem, Thessaloniki 54124, Greece
关键词
D O I
10.1016/j.tetasy.2006.02.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A convenient way to obtain enantiomerically pure hydroxylated pyrroline N-oxides is reported. The key step is the formation of omega-oxo criciates from (D)-ribose and a subsequent 1,3-azaprotio cyclotransfer reaction of the resulting oximino alkenoate derivatives. The stereochemistry of the nitrones obtained is discussed in relation to that of the starting compounds. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:829 / 836
页数:8
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