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

Lauterwein Jürgen | Zendy; Alan Pinkerton J. | Zendy; Wittekind H. Harald | Zendy; Testa Bernard | Zendy

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

Author(s) -

Lauterwein Jürgen,

Alan Pinkerton J.,

Wittekind H. Harald,

Testa Bernard

Publication year - 1984

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19840670636

Subject(s) - diastereomer , chemistry , nuclear magnetic resonance spectroscopy , nmr spectra database , stereochemistry , spectroscopy , spectral line , physics , astronomy , quantum mechanics

The two diastereoisomers of valofan were separated by semi‐preparative HPLC. The preferred solution conformation of the two diastereoisomer was established by 1 H‐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.

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