Synthesis of (±)-kainic acid by dearomatising cyclisation of a lithiated N-benzyl p-anisamide

Jonathan Clayden*, Kirill Tchabanenko

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

59 Citations (Scopus)

Abstract

N-Benzyl p-anisamide 6, on lithiation with Bu(t)Li in the presence of HMPA, undergoes a stereoselective anionic cyclisation with loss of aromaticity to give a bicyclic enone which may be converted in nine steps to (±)-kainic acid.

Original languageEnglish
Pages (from-to)317-318
Number of pages2
JournalChemical Communications
Issue number4
Early online date10 Feb 2000
DOIs
Publication statusPublished - 21 Feb 2000

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