Determination of the Relative Configuration of a Five‐Membered Lactone from Residual Dipolar Couplings | Zendy

Thiele Christina M. | Zendy; Marx Andreas | Zendy; Berger Robert | Zendy; Fischer Jana | Zendy; Biel Markus | Zendy; Giannis Athanassios | Zendy

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Determination of the Relative Configuration of a Five‐Membered Lactone from Residual Dipolar Couplings

Author(s) -

Thiele Christina M.,

Marx Andreas,

Berger Robert,

Fischer Jana,

Biel Markus,

Giannis Athanassios

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200503247

Subject(s) - residual , lactone , dipole , residual dipolar coupling , materials science , chemistry , computational chemistry , mathematics , stereochemistry , algorithm , organic chemistry

syn ‐ or anti ‐pathy? Determination of the relative configuration of the α‐methylene‐γ‐butyrolactone 1 failed by conventional NMR methods, because structures in the conformational space of both diastereoisomers exist that fulfill the restraints from NOE and 3 J coupling data equally well. Homo‐ and heteronuclear residual dipolar couplings were measured which indicate that 1 is trans configured.

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