Butters, Michael, Elliott, Mark Christopher  ORCID: https://orcid.org/0000-0003-0132-0818 and Hill-Cousins, Joseph T.
2012.
An unexpected Prins desymmetrisation reaction driven by silyl migration.
Arkivoc Online Journal of Organic Chemistry
2012
(7)
, pp. 113-125.
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Abstract
Prins desymmetrisation reactions of cyclohexa-1,4-diene derivatives have been investigated as a route to the core of the cladiellin diterpenes. During the course of this work, we observed the formation of a partially-reduced benzofuran 18, which is clearly derived from oxocarbenium ion 21. This can only be rationalised by an unexpected primary to secondary silyl group migration.
| Item Type: | Article |
|---|---|
| Date Type: | Publication |
| Status: | Published |
| Schools: | Schools > Chemistry |
| Subjects: | Q Science > QD Chemistry |
| Uncontrolled Keywords: | Prins reaction, tetrahydrofuran, heterocycle, diterpene, natural product |
| Publisher: | Arkat USA Inc |
| ISSN: | 1551-7004 |
| Last Modified: | 06 May 2023 05:37 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/39846 |
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