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

Paulo Vital, Per-Ola Norrby, David Ackland Tanner

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

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.
Original languageEnglish
JournalSYNLETT: Accounts and Rapid Communications in Chemical Synthesis
Issue number18
Pages (from-to)3140-3144
ISSN0936-5214
DOIs
Publication statusPublished - 2006

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