One-step synthesis of O-benzyl hydroxamates from unactivated aliphatic and aromatic esters

被引：37

作者：

Gissot, A

Volonterio, A

Zanda, M

机构：

[1] Politecn Milan, CNR, ICRM, Sez A Quilico, I-20131 Milan, Italy

[2] Politecn Milan, Dipartimento CMIC G Natta, I-20131 Milan, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 17期

关键词：

D O I：

10.1021/jo0509713

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] We have developed a simple and high yielding one-step method for the synthesis of hydroxamate derivatives directly from a broad range of unactivated esters and the anion of O-benzyl-hydroxylamine generated in situ. The reaction takes place in minutes at -78 degrees C. Very importantly, the method was successfully employed with enolizable esters, including chiral alpha-amino acid esters and peptides, with no trace of racemization/epimerization at the a carbon detected.

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页码：6925 / 6928

页数：4

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