Stereoselective Radical Azidooxygenation of Alkenes

被引：181

作者：

Zhang, Bo ^{[1
]}

Studer, Armido ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 17期

关键词：

ONE-POT SYNTHESIS; HYPERVALENT IODINE; SECONDARY ALCOHOLS; ADDITION-REACTIONS; SODIUM-AZIDE; CHEMISTRY; OXIDATION; AZIDONATION; ALDEHYDES; COMBINATION;

D O I：

10.1021/ol402106x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Radical azidooxygenation of various alkenes is described. A readily prepared N-3-iodine(III) reagent acts as a clean N-3-radical precursor. Radical generation is achieved with TEMPONa acting as a mild organic reducing reagent. The C-radical generated after N-3-radical addition is efficiently trapped by in situ generated TEMPO. Yields are good to excellent, and for cyclic systems azidooxygenation occurs with excellent diastereoselectivity.

引用

页码：4548 / 4551

页数：4

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