Cu(I)-Catalyzed Cycloguanidination of Olefins

This paper describes a novel cycloguanidination process using CuCl as catalyst and diaziridinimines as the nitrogen source. A variety of conjugated dienes, trienes, and terminal olefins can be effectively diaminated under mild reaction conditions. For dienes and trienes, the reaction occurs at the t...

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Bibliographic Details
Published inOrganic letters Vol. 10; no. 6; pp. 1087 - 1090
Main Authors Zhao, Baoguo, Du, Haifeng, Shi, Yian
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.03.2008
Amer Chemical Soc
Subjects
Alkenes - chemistry
Catalysis
Chemistry
Chemistry, Organic
Copper - chemistry
Cyclization
Guanidine - chemistry
Molecular Structure
Physical Sciences
Science & Technology
X-Ray Diffraction
ORGANIC-SYNTHESIS
ALKENES
PROMOTED INTRAMOLECULAR DIAMINATION
ELECTROPHILIC DIAMINATION
CYCLIZATION REACTIONS
ASYMMETRIC DIAMINATION
RADICAL CYCLIZATION
CONJUGATED DIENES
GUANIDINE
VICINAL DIAMINATION
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Summary:This paper describes a novel cycloguanidination process using CuCl as catalyst and diaziridinimines as the nitrogen source. A variety of conjugated dienes, trienes, and terminal olefins can be effectively diaminated under mild reaction conditions. For dienes and trienes, the reaction occurs at the terminal double bond with high regioselectivity.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol702974s