Bethune, Richard J., Gabbutt, Christopher D., Guinot, Stephane G. R., Hepworth, John D. and Heron, B. Mark (1994) Directed lithiation of some chroman-4-ols. Journal of the Chemical Society, Perkin Transactions 1 (14). pp. 1925-1933. ISSN 0300-922XMetadata only available from this repository.
Directed lithiation of chroman-4-ols occurs predominantly at C-5 under kinetic control, but at C-8 at higher temperatures. Dehydration and oxidation of the products provides viable routes to 5-substituted 2H-chromenes and chroman-4-ones, respectively. The chroman-4-ones have been converted into novel pyrano[4,3,2-de] phthalazines. 2,2,5,7-Tetramethylchroman-4-ol is preferentially lithiated at the 5-methyl group and leads to the pyrano[2,3,4-de]benzopyran system.
|Subjects:||Q Science > Q Science (General)|
Q Science > QD Chemistry
|Schools:||School of Applied Sciences|
|Depositing User:||Sharon Beastall|
|Date Deposited:||20 Sep 2012 12:31|
|Last Modified:||18 Oct 2012 09:14|
Repository Staff Only: item control page