Mild and efficient Lewis acid-promoted detritylation in the synthesis of N-hydroxy amides:: A concise synthesis of (-)-cobactin T

被引：28

作者：

Yang, Shyh-Ming

Lagu, Bharat

Wilson, Lawrence J.

机构：

[1] Johnson & Johnson Pharmaceut Res & Dev, Cranbury, NJ 08512 USA

[2] Novartis Inst Biomed Res, Cambridge, MA USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 21期

关键词：

D O I：

10.1021/jo701411d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] An efficient, high-yielding Lewis acid promoted deprotection of O-trityl hydroxylamine derivatives is described. A range of acid-labile protecting groups, such as N-Boc and O-TBS, were tolerated under these mild conditions. The present method is applicable to the synthesis of a broad range of hydroxylamine derivatives, including N-hydroxy amides (hydroxamic acids), N-hydroxy sulfonamides, and N-hydroxy ureas, which often exhibit significant biological activities. An application of this methodology for a concise synthesis of (-)-Cobactin T (18) is also demonstrated.

引用

收藏

页码：8123 / 8126

页数：4

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