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. 2002 Sep 21:(18):2138-9.
doi: 10.1039/b206479k.

Carbolithiation of aromatic rings: cyclohexadienes from N-aroyl-2,2,6,6-tetramethylpiperidines

Jonathan Clayden  1 , Yann J Y Foricher, Ho Kam Lam
Affiliations

Carbolithiation of aromatic rings: cyclohexadienes from N-aroyl-2,2,6,6-tetramethylpiperidines

Jonathan Clayden et al. Chem Commun (Camb). .

Abstract

Benzamides whose nitrogen atom is part of a 2,2,6,6-tetramethylpiperidine ring are dearomatised by alkyllithiums, which attack them regioselectively to yield, after electrophilic quench, substituted cyclohexadienes.

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