A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols

A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols
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DOI:
10.1055/s-2005-871947
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发表时间:
2005-08-19
期刊:
影响因子:
2
通讯作者:
Reyes, E
Reyes, E
中科院分区:
化学4区
文献类型:
--
作者:
Ocejo, M;Vicario, JL;Reyes, E

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通过ibx介导的β -氨基醇氧化,我们开发了一种高效、简单、环保的方法来合成高度富集对映体的α -氨基醛。该方法已应用于具有不同侧链和保护基团的广泛底物,表明最终醛可以以非常高的收率获得,并且在起始化合物的立体中心不存在外消旋。
An efficient, very simple and eco-friendly procedure has been developed for the synthesis of highly enantioenriched alpha-amino aldehydes by IBX-mediated oxidation of the corresponding beta-amino alcohols. The procedure has been applied to a wide range of substrates with different side chains and protecting groups showing that the final aldehydes can be obtained in very high yields and with no racemization at the stereogenic center present in the starting compounds.