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2,6‐Disubstituted Tetrahydropyrans by Tandem Cross‐Metathesis/Iodocyclisation
Author(s) -
Hiebel MarieAude,
Pelotier Béatrice,
Goekjian Peter,
Piva Olivier
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700902
Subject(s) - tetrahydropyran , chemistry , metathesis , tandem , salt metathesis reaction , sequence (biology) , stereochemistry , combinatorial chemistry , organic chemistry , ring (chemistry) , polymerization , biochemistry , materials science , composite material , polymer
A new approach to 2,6‐disubstituted tetrahydropyrans by a tandem cross‐metathesis/iodocyclisation reaction has been developed. The stereochemical outcome of the cyclisation reactions has been studied for different substrates. This sequence has allowed the preparation of a series of cis ‐ and trans ‐2,6‐disubstituted analogues of the tetrahydropyran subunit of bistramide A.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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