Synthesis of the Cyclostellettamines A−F and Related Bis(3-alkylpyridinium) Macrocycles

✍ Scribed by Martin J. Wanner; Gerrit-Jan Koomen

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 477 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199805)1998:5<889::aid-ejoc889>3.0.co;2-g

✦ Synopsis

A general method was developed for the synthesis of a variety of symmetric and asymmetric macrocyclic bispyridines. 3-Hydroxyalkylpyridines 18Ϫ20 were prepared, converted to the corresponding iodides and protected on the pyridine nitrogen with a p-methoxybenzyl group to give the crystalline precursors 21, 22 and 23. Reaction with a second 3-hydroxyalkylpyridine gave the corresponding bis (3-alkylpyridinium)