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RDC‐Enhanced NMR Spectroscopy in Structure Elucidation of Sucro‐Neolambertellin
Author(s) -
Schuetz Anne,
Murakami Takanori,
Takada Noboru,
Junker Jochen,
Hashimoto Masaru,
Griesinger Christian
Publication year - 2008
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.200705037
Subject(s) - nuclear magnetic resonance spectroscopy , spectroscopy , nuclear magnetic resonance , materials science , chemistry , crystallography , physics , quantum mechanics
A new method based on NMR spectroscopy is introduced to determine the absolute configuration of natural compounds and has been successfully applied to sucro‐neolambertellin. The method relies on the measurement of residual dipolar couplings (RDCs), which allow the absolute configuration of unknown stereocenters to be related with known stereocenters (see picture). The approach is used to determine the configuration of the D ‐ threo ‐2,5‐hexodiulofuranose moiety by relating it to α‐ D ‐glucose.

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