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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}-Assembly of Six-Membered Rings

Voigt, Katharina, Zezschwitz, Paultheo von, Rosauer, Keith, Lansky, Annegret, Adams, Amy, Reiser, Oliver and Meijere, Armin de (1998) 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}-Assembly of Six-Membered Rings. European Jorunal of Organic Chemistry 1998 (8), pp. 1521-1534.

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Other URL: http://www3.interscience.wiley.com/cgi-bin/abstract/27655/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, e. g. methyl, tert-butyl, menthyl, ...

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Item type:Article
Date:August 1998
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Identification Number:
ValueType
10.1002/(SICI)1099-0690(199808)1998:8<1521::AID-EJOC1521>3.0.CO;2-EDOI
Keywords:Heck reaction; Cross coupling; Palladium; Catalysis; 6-Electrocyclization; Cyclohexa-1,3-dienes
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:301
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