Use of N−N Bond Stereodynamics in Ring-Closing Metathesis to Form Medium-Sized Rings and Macrocycles

A unique strategy based on double ring-closing metathesis for the formation of a 14-membered macrocyclic enamide has been developed. This strategy hinges upon the well-known stereodynamic and conformational behavior of N-substituted diacylhydrazines, which promotes an effective ring-closing metathes...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 6; no. 23; pp. 4351 - 4353
Main Authors Kim, Yi Jin, Lee, Daesung
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 11.11.2004
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Cyclization
Nitrogen - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
OLEFIN-METATHESIS
DIVERSITY
ENYNE METATHESIS
HETEROCYCLES
STRATEGY
Online AccessGet full text

Cover

More Information
Summary:A unique strategy based on double ring-closing metathesis for the formation of a 14-membered macrocyclic enamide has been developed. This strategy hinges upon the well-known stereodynamic and conformational behavior of N-substituted diacylhydrazines, which promotes an effective ring-closing metathesis of hydrazine-derived dienes and enynes to form 8- to 14-membered rings.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048136f