Stereoselective synthesis of azasugars by electrochemical oxidation
Stereoselective synthesis of azasugars by electrochemical oxidation
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DOI：
10.1016/j.tetlet.2004.09.036
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发表时间：
2004-10-25
影响因子：
1.8
通讯作者：
Matsumura, Y
中科院分区：
文献类型：
--
作者：
Furukubo, S;Moriyama, N;Matsumura, Y
提出了一种新的电化学氧化立体选择性合成2,3,6-三羟基化5s -哌啶衍生物的方法。先后用电化学方法将n保护的哌啶转化为n保护的1-甲氧基哌啶，并将1-甲氧基-2,3-二去氢哌啶衍生物转化为1,2,3-三乙酰氧基哌啶衍生物。该方法为2S，3S，6-三乙酰氧基- 5s -甲基哌啶和2R，3R，6-三乙酰氧基- 5s -甲基哌啶的合成提供了一条新的途径。(C) 2004 Elsevier Ltd.版权所有。
A new method using electrochemical oxidation has been exploited for the stereoselective synthesis of 2,3,6-trihydroxylated 5S-piperidine derivatives. The electrochemical method was Successively used for the conversion of N-protected piperidines to N-protected 1-methoxypiperidines and for the conversion of 1-methoxy-2,3-didehydropiperidine derivatives to 1,2,3-triacetoxypiperidine derivatives. The method provided a new synthetic route to 2S,3S,6-triacetoxy-5S-methylpiperidine and 2R,3R,6-triacetoxy-5S-methylpiperidine. (C) 2004 Elsevier Ltd. All rights reserved.