Premium
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.