Synthesis of (-)-xialenon A by enantioselective α-deprotonation- rearrangement of a meso-epoxide

Tetrahedron

Volumn 59, Issue 49, 2003, Pages 9719-9728

  Hodgson, David M ^a   Galano, Jean Marie ^a   Christlieb, Martin ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

Desymmetrization; Epoxide; Lithiation; Sparteine; Total synthesis

Indexed keywords

ALCOHOL DERIVATIVE; BICYCLO[3.3.0]OCTANOL; IODINE; NATURAL PRODUCT; ORGANOLITHIUM COMPOUND; UNCLASSIFIED DRUG; XIALENON A;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONJUGATION; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROXYLATION; OXIDATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; REACTION ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0242643421     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.09.023     Document Type: Article

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32. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 221381 ( 13 ) and CCDC 221382 ( 6 ). Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk ).
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