General synthesis of sugar-derived azepane nitrones: precursors of azepane iminosugars.

General synthesis of sugar-derived azepane nitrones: precursors of azepane iminosugars.
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DOI:
10.1021/jo400130p
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发表时间:
2013-03
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Wen-Bo Zhao;S. Nakagawa;A. Kato;I. Adachi;Yueqing Jia;Xiangguo Hu;G. Fleet;F. Wilson;G. Horne;A. Yoshihara;K. Izumori;Chu-Yi Yu
Wen-Bo Zhao;S. Nakagawa;A. Kato;I. Adachi;Yueqing Jia;Xiangguo Hu;G. Fleet;F. Wilson;G. Horne;A. Yoshihara;K. Izumori;Chu-Yi Yu
中科院分区:
其他
文献类型:
--
作者:
Wen-Bo Zhao;S. Nakagawa;A. Kato;I. Adachi;Yueqing Jia;Xiangguo Hu;G. Fleet;F. Wilson;G. Horne;A. Yoshihara;K. Izumori;Chu-Yi Yu

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以己醛糖为起始原料,通过醛和羟胺的分子内缩合反应合成了糖基氮杂环庚烷硝酮。通过这种策略,每个己醛糖产生一对氮杂环庚烷硝酮,其是各种氮杂环庚烷亚氨基糖的前体。
A general and efficient method has been developed for the synthesis of sugar-derived azepane nitrones starting from aldohexoses, with an intramolecular condensation of aldehyde and hydroxylamine as the key step. Through this strategy, each aldohexose produced a pair of azepane nitrones, which are precursors of various azepane iminosugars.