Synthesis of Polyazamacrocyclic Compounds via Modified Richman−Atkins Cyclization of β-Trimethylsilylethanesulfonamides

The Richman−Atkins cyclization remains one of the most widely used methods for the preparation of macrocyclic polyamines. The use of β-trimethylsilylethanesulfonamides (SES-sulfonamides) for the preparation of polyazamacrocyclic compounds is described. This expands existing Richman−Atkins sulfonamid...

Full description

Saved in:
Bibliographic Details
Published inJournal of organic chemistry Vol. 66; no. 8; pp. 2722 - 2725
Main Authors Hoye, Rebecca C, Richman, Jack E, Dantas, Gautam A, Lightbourne, Marissa F, Shinneman, L. Scott
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.04.2001
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
AZAPARACYCLOPHANES
ETHERS
PROTECTION
AMINES
CRYSTAL-STRUCTURE
FLUORESCENCE EMISSION
COMPLEXES
CHEMISTRY
Online AccessGet full text

Cover

More Information
Summary:The Richman−Atkins cyclization remains one of the most widely used methods for the preparation of macrocyclic polyamines. The use of β-trimethylsilylethanesulfonamides (SES-sulfonamides) for the preparation of polyazamacrocyclic compounds is described. This expands existing Richman−Atkins sulfonamide macrocyclization methodology, and it successfully enables preparation of labile polyaza[n](1,4)naphthalenophanes and polyaza[n](9,10)anthracenophanes, not previously available in appreciable quantities.
Bibliography:istex:208D633FD7669A918BCF49CF28A86AF9EC72FF56
ark:/67375/TPS-Q8HQ9CTL-Q
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo001639o