title: Diastereoselective alkylation reactions of 1-methylcyclohexa-2,5-diene-1-carboxylic acid.
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.
authors.affiliation: Chemistry Department, AstraZeneca R&D Charnwood, Loughborough, UK.
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Bennett
authors.forename: Mark C
authors.initials: MC
authors.lastname: Elliott
authors.forename: Natalie L
authors.initials: NL
authors.lastname: Hewitt
authors.forename: Benson M
authors.initials: BM
authors.lastname: Kariuki
authors.forename: Clare A
authors.initials: CA
authors.lastname: Morton
authors.forename: Steven A
authors.initials: SA
authors.lastname: Raw
authors.forename: Simone
authors.initials: S
authors.lastname: Tomasi
mesh_terms: D000478:Alkylation; D003509:Cyclohexanecarboxylic Acids / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003509:Cyclohexanecarboxylic Acids