Unselective phenolic coupling of methyl 2-hydroxy-4-methoxy-6-methylbenzoate - A valuable tool for the total synthesis of natural product families

Angewandte Chemie - International Edition

Volumn 42, Issue 8, 2003, Pages 931-933

  Drochner, Daniel ^a   Hüttel, Wolfgang ^a   Nieger, Martin ^b   Müller, Michael ^a  

^a FORSCHUNGSZENTRUM JÜLICH   (Germany)

^b UNIVERSITY OF BONN   (Germany)

Author keywords

Atropisomerism; Biaryls; Biomimetic synthesis; Molecular diversity; Total synthesis

Indexed keywords

ISOMERS; OXIDATION; SYNTHESIS (CHEMICAL);

PRECURSORS;

ORGANIC COMPOUNDS;

BENZOIC ACID DERIVATIVE; COUMARIN DERIVATIVE; DESERTORIN C; DIMER; ISOKOTANIN A; METHYL 2 HYDROXY 4 METHOXY 6 METHYLBENZOATE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; HEATING; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METHYLATION; MOLECULAR INTERACTION; OXIDATION; STRUCTURAL HOMOLOGY; SYNTHESIS;

BENZOATES; BIOLOGICAL FACTORS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; PHENOLS;

EID: 0037463085     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390247     Document Type: Article

References (37)

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36. 2) was 0.113, with a conventional R(F) = 0.043 for 483 parameters and 165 restraints. One carboxylate group is disordered. The absolute structure cannot be determined reliably (Flack's x parameter 0.2(8)). CCDC-197800 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB21EZ, UK; fax: (+44) 1223-336-033; or deposit@ccdc.cam.ac.uk).
37. From fractions containing 5 and 7, the symmetric compound crystallizes quantitatively to give after separation by centrifugation analytically pure (NMR) 5 and 7.