An efficient synthesis of cyclic urethanes from Boc-protected amino acids through a metal triflate-catalyzed intramolecular diazocarbonyl insertion reaction

被引：20

作者：

Jung, Jae-Chul

Avery, Mitchell A.

机构：

[1] Univ Mississippi, Sch Pharm, Dept Med Chem, University, MS 38677 USA

[2] Univ Mississippi, Dept Chem, University, MS 38677 USA

[3] Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 45期

关键词：

cyclic urethanes; 1,3-oxazinane-2,5-diones; diazoketones; indium triflate;

D O I：

10.1016/j.tetlet.2006.08.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient synthesis of cyclic urethanes and related oxazinanones 1a-1 from diazoketones 3a-1 is described. The transformation involves generation of carbenes by activation of diazo groups using metal trillates in intramolecular diazocarbonyl insertion reactions in high overall yields. (c) 2006 Published by Elsevier Ltd.

引用

页码：7969 / 7972

页数：4

共 5 条

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