Solvent-dependent stereoselectivity of bis-5-pyridone [4+4] photocycloaddition is due to H-bonded dimers

Authors
Sieburth, SM McGee, KF
Citation
Sm. Sieburth et Kf. Mcgee, Solvent-dependent stereoselectivity of bis-5-pyridone [4+4] photocycloaddition is due to H-bonded dimers, ORG LETT, 1(11), 1999, pp. 1775-1777
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
11
Year of publication
1999
Pages
1775 - 1777
Database
ISI
SICI code
1523-7060(199912)1:11<1775:SSOB[P>2.0.ZU;2-U
Abstract
[GRAPHICS] A solvent-dependent stereoselectivity found for intramolecular [4 + 4] phot ocycloaddition of tethered 2-pyridones is concentration dependent, indicati ng that a dimeric structure with four hydrogen bonds plays a critical role in the observed cis selectivity found for nonpolar solvents.