X-Ray and 1H-NMR Configurational Assignment of Valofan (α-Allphanoyl-α-allyl-γ-valerolactone) Diastereoisomers

The two diastereoisomers of valofan were separated by semi‐preparative HPLC. The preferred solution conformation of the two diastereoisomer was established by 1H‐NMR spectroscopy. The spectra could be interpreted in confirgurational terms. The configuration of the more lipophilic isomer was ascertai...

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Veröffentlicht in:	Helvetica chimica acta 1984-09, Vol.67 (6), p.1662-1668
Hauptverfasser:	Lauterwein, Jürgen, Alan Pinkerton, J., Wittekind, H. Harald, Testa, Bernard
Format:	Artikel
Sprache:	eng
Schlagworte:	Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds Organic compounds Physics Structure of solids and liquids crystallography Structure of specific crystalline solids
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Beschreibung
Zusammenfassung:	The two diastereoisomers of valofan were separated by semi‐preparative HPLC. The preferred solution conformation of the two diastereoisomer was established by 1H‐NMR spectroscopy. The spectra could be interpreted in confirgurational terms. The configuration of the more lipophilic isomer was ascertained bty X‐ray crystallography as r‐2‐allophanoyl‐2‐allyl‐t‐4‐methylbutyrolactone.
ISSN:	0018-019X 1522-2675
DOI:	10.1002/hlca.19840670636