Solid-phase synthesis of carboxylic and oxamic acids via OsO4/NaIO4/HMTA-mediated oxidative cleavage of acetylenic peptides

被引：17

作者：

Nielsen, Thomas E. ^{[1
]}

Le Quement, Sebastian T. ^{[1
]}

Meldal, Morten ^{[1
]}

机构：

[1] Carlsberg Lab, SPOCC Ctr, DK-2500 Copenhagen, Denmark

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 13期

关键词：

PICTET-SPENGLER REACTIONS; THIENAMYCIN; ISOSTERES; ALKYNES; DRUGS;

D O I：

10.1021/ol070693p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general method for the solid-phase synthesis of carboxy-functionalized peptides by oxidative cleavage of alkynes is presented. Clean and quantitative conversion is enabled by the addition of bases, such as DABCO and HMTA, to the classical OsO4/NaIO4 mixture. The utility of the reaction is further illustrated by the synthesis of oxamic acids.

引用

页码：2469 / 2472

页数：4

共 9 条

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