Experimental studies of the anomeric effect. part III. Rotameric preferences about the exo-cyclic c2-x bond in equatorial and axial 2-methoxy- and 2-methylamino-tetrahydropyrans

Autor:	J. Mark Dixon, Harold Booth, Khedhair A. Khedhair, Simon A. Readshaw
Rok vydání:	1990
Předmět:	NMR spectra database Anomeric effect Stereochemistry Chemistry Organic Chemistry Drug Discovery Heteroatom Alkane stereochemistry Nuclear Overhauser effect Nuclear magnetic resonance spectroscopy Biochemistry Lone pair Conformational isomerism
Zdroj:	Tetrahedron. 46:1625-1652
ISSN:	0040-4020
Popis:	Values of 3 J(CC), 3J(CH), 4J(CH) and 3J(HH), supported by n.O.enhancements, in nmr spectra of 2-methoxy- and 2-methyl-amino-tetrahydropyrans, point to a very strong preference for rotamers in which an exo -cyclic heteroatom lone pair is antiperiplanar to the endo -cyclic C2-O bond (“ exo -anomeric effect”)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9abbafbd505ecdbd4737b5f66fcc18d8 https://doi.org/10.1016/s0040-4020(01)81971-2 Zobrazit plný text záznamu