The Twofold Heck Reaction on 1, 2??Dihalocycloalkenes and Subsequent 6π??Electrocyclization of the Resulting (E, Z, E)??1, 3, 5??Hexatrienes: A New Formal {2+ 2+ 2} …

…, P von Zezschwitz, K Rosauer, A Lansky…

Index: Voigt, Katharina; Von Zezschwitz, Paultheo; Rosauer, Keith; Lansky, Annegret; Adams, Amy; Reiser, Oliver; De Meijere, Armin European Journal of Organic Chemistry, 1998 , # 8 p. 1521 - 1534

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Citation Number: 45

Abstract

Abstract 1, 6-Disubstituted (E, Z, E)-1, 3, 5-hexatrienes (4 and 5) were prepared by vicinal twofold Heck coupling reactions from 1, 2-dibromocyclopentene (1), 1, 2- dibromocyclohexene (2), 1, 2-diiodocyclopentene (8), 1, 2-diiodocyclohexene (9), 1-bromo- 2-trifluoromethanesulfonyloxycyclohex-1-ene (11), or 1-chloro-2- nonafluorobutanesulfonyloxycyclohex-1-ene (19) with alkenes 3, eg methyl, tert-butyl, ...