Methyl but-2-enedithioate (1) acts as a heterodiene in undergoing cycloaddition to Cyclopentadiene as dienophile, giving the bicyclic thiopyran (4). A possible alternative mode of cycloaddition to give the norbornenedithioester (6) followed by rearrangement to (4) is ruled out by a control experiment using (6) prepared by a different route.
K. R. Lawson, A. Singleton and G. H. Whitham, J. Chem. Soc., Perkin Trans. 1, 1984, 865 DOI: 10.1039/P19840000865
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...