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Journal article

An Intramolecular Heck reaction that Prefers a 5-endo- to a 6-exo-trig Cyclization Pathway

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Department of Chemistry, Technical University of Denmark1

Organic Chemistry, Department of Chemistry, Technical University of Denmark2

A regioselective aromatic Claisen rearrangement was used to prepare 17a, the precursor of triflate 17e. The intramolecular Heck reaction of 17e is promoted only by bidentate phosphine ligands, giving exclusively and in excellent yield 20, the product of a 5-endo-trig cyclization, despite the possibility for a 6-exo-trig pathway.

Language: English
Year: 2006
Pages: 3140-3144
ISSN: 14372096 and 09365214
Types: Journal article
DOI: 10.1055/s-2006-951504
ORCIDs: Tanner, David Ackland

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