Conversion of aryl azides to O-alkyl Imidates via modified staudinger ligation

被引：32

作者：

Restituyo, JA ^{[1
]}

Comstock, LR

Petersen, SG

Stringfellow, T

Rajski, SR

机构：

[1] Univ Wisconsin, Sch Pharm, Madison, WI 53705 USA

[2] Univ Wisconsin, Dept Chem, Madison, WI 53705 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 23期

关键词：

D O I：

10.1021/ol035635s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.

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页码：4357 / 4360

页数：4

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