Diastereoselective alkylation reactions of 1-methylcyclohexa-2,5-diene-1-carboxylic acid

Bennett, Nicholas J., Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818, Hewitt, Natalie L., Kariuki, Benson ORCID: https://orcid.org/0000-0002-8658-3897, Morton, Clare A., Raw, Steven A. and Tomasi, Simone 2012. Diastereoselective alkylation reactions of 1-methylcyclohexa-2,5-diene-1-carboxylic acid. Organic and Biomolecular Chemistry 10 (19) , pp. 3859-3865. 10.1039/c2ob25211b

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Abstract

The deprotonation and alkylation of 1-methylcyclohexa-2,5-diene-1-carboxylic acid has been investigated under a range of conditions. In all cases, the formation of compounds 14 was found to be completely stereoselective, although compound 14c was formed as an impurity when alkyl iodides were used as electrophiles, and doubly-alkylated compounds 17 were formed in some cases when alkyl bromides were used.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1477-0520
Last Modified:	20 Oct 2022 07:40
URI:	https://orca.cardiff.ac.uk/id/eprint/26041

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