Regiospecific synthesis of polysubstituted furans from silylated furans: Expedient syntheses of rosefuran
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AbstractBy utilizing a sequence of regiospecific lithiation-alkylation, ipso-iodination, boroxine formation, Sonogashira cross-coupling, nickel-catalyzed cross-coupling and Suzuki cross-coupling reactions, several methods have been developed for the syntheses of 2,3-disubstituted furans, 2,4-disubstituted furans, 2,3,4-trisubstituted furans and 2,3,5-trisubstituted furans. Our approach uses as the key theme trimethylsilyl groups as both blocking groups as well as ipso-directing groups. The advantage of this program is aptly illustrated by two expedient syntheses of rosefuran (9c). (C) 1997 Elsevier Science Ltd.
All Author(s) ListWong MK, Leung CY, Wong HNC
Journal nameTetrahedron
Volume Number53
Issue Number10
Pages3497 - 3512
LanguagesEnglish-United Kingdom
Web of Science Subject CategoriesChemistry; Chemistry, Organic; CHEMISTRY, ORGANIC

Last updated on 2020-17-09 at 03:07