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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 and Zezschwitz, Paultheo von and Rosauer, Keith and Lansky, Annegret and Adams, Amy and 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
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Owner: Helge Knüttel (ADMIN)
Deposited On:24 Aug 2006
Last Modified:05 Aug 2009 13:22
Item ID:301
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