Quinizarin boroacetate undergoes a Diels-Alder reaction with cyclopentadiene to give (after hydrolysis) a mixture of exo- and endo-leuco isomers (III) in the ratio 1 : 2·6 which can be oxidised to a bridged 2,3-cycloquinizarin derivative (IV; X![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif)
OH); cycloaddition with acyclic dienes is accompanied by aromatisation.
A. M. Birch, A. J. H. Mercer, A. M. Chippendale and C. W. Greenhalgh, J. Chem. Soc., Chem. Commun., 1977, 745 DOI: 10.1039/C39770000745
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...