Substituted .gamma.-lactones with vicinal hydrogen atoms. Conformational study by MM2 calculations and coupling constant analysis

Autor:	Cristobal Segura, Immaculada Dinarès, Carlos Jaime, Josep Font
Rok vydání:	1993
Předmět:	Coupling constant chemistry.chemical_classification Tandem Hydrogen Hydrogen bond Chemistry Stereochemistry Organic Chemistry chemistry.chemical_element Crystallography Position effect Group (periodic table) Vicinal Lactone
Zdroj:	The Journal of Organic Chemistry. 58:154-158
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00053a029
Popis:	The conformational analysis of substituted γ-lactones with vicinal hydrogen atoms is carried out by the MM2/3JHH tandem. The agreement between experimentally avaible and calculated data is globally correct (rms=1.16 Hz). A general preference for a hydroxyl group to occupy the equatorial position if it is on C-2 or the axial position if it is on C-3 or C-4 is observed as a consequence of the presence of H bond or of the gauche effect, respectively
Databáze:	OpenAIRE
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