A novel traceless resin-bound guanidinylating reagent for secondary amines to prepare N,N-disubstituted guanidines

被引：46

作者：

Zapf, CW ^{[1
]}

Creighton, CJ ^{[1
]}

Tomioka, M ^{[1
]}

Goodman, M ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 08期

关键词：

D O I：

10.1021/ol015576n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the development of a solid support linked guanidinylating reagent. This reagent consists of a urethane-protected triflyl guanidine attached to the resin via a carbamate linker. It allows for rapid synthesis of guanidines from a variety of amines, It provides access to N-alkyl/aryl- or N,N-dialkylguanidines under mild conditions. Cleavage with 50% TFA produces target molecules in high yields and purity. The ability to guanidinylate secondary amines is a significant feature of this guanidinylating reagent.

引用

页码：1133 / 1136

页数：4

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