Accessing Skeletal Diversity Using Catalyst Control: Formation of n and n+1 Macrocyclic Triazole Rings

被引：58

作者：

Kelly, Ann Rowley ^{[1
]}

Wei, Jingqiang ^{[1
]}

Kesavan, Sarathy ^{[1
]}

Marie, Jean-Charles ^{[1
]}

Windmon, Nicole ^{[1
]}

Young, Damian W. ^{[1
]}

Marcaurelle, Lisa A. ^{[1
]}

机构：

[1] Broad Inst MIT & Harvard, Cambridge, MA 02142 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 11期

关键词：

AZIDE-ALKYNE CYCLOADDITION; CLICK CHEMISTRY; ANALOGS; 1,2,3-TRIAZOLES; AGENTS;

D O I：

10.1021/ol900562u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regloselective intramolecular Huisgen cycloaddition was performed on various azido alkyne substrates giving rise to macrocyclic triazole rings. Using catalyst control, a common intermediate has been converted to two structurally unique macrocycles with either a 1,5- or a 1,4-triazole resulting in an n or n + 1 ring size. This is the first example of an intramolecular ruthenium-catalyzed Huisgen cycloaddition.

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页码：2257 / 2260

页数：4

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