Comméiras, Laurent, Moses, John E., Adlington, Robert M., Baldwin, Jack E., Cowley, Andrew R., Baker, Christopher M., Albrecht, Birgit, Grant, Guy H. (October 2006) Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation. Tetrahedron, 62 (42). pp. 9892-9901. ISSN 0040-4020
Abstract
An asymmetric total synthesis of the novel and structurally complex epoxyquinol natural product (+)-panepophenanthrin has been accomplished, in which a biomimetic Diels–Alder dimerisation is a key step. The key monomeric precursor was assembled by an efficient Stille cross coupling of two readily available building blocks that upon standing underwent a diastereospecific dimerisation cascade in excellent yield.
| Item Type: | Paper |
|---|---|
| Uncontrolled Keywords: | Total synthesis Biomimetic synthesis Stille coupling Dimerisation cascade Epoxyquinol Ubiquitin activating enzyme E1 |
| CSHL Authors: | |
| Depositing User: | Matthew Dunn |
| Date: | 16 October 2006 |
| Date Deposited: | 17 Nov 2020 21:32 |
| Last Modified: | 17 Nov 2020 21:32 |
| URI: | https://repository.cshl.edu/id/eprint/39792 |
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