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Roe, Caroline and Stephenson, G. Richard 
ORCID: https://orcid.org/0000-0003-1487-9178
(2008)
Electrophilic C12 building blocks for alkaloids: Formal total synthesis of (±)-maritidine.
Organic Letters, 10 (2).
pp. 189-192.
Abstract
Silyl-protected benzyl alcohol derivatives and the salt 1 are used to form ortho-substituted C-12 electrophilic organoiron building blocks which are converted into a spirocyclic cyclohexenone to complete a formal total synthesis of (+/-)-maritidine (5). The choice of TBDPS protection was shown to be better than TIPS and compatible with ipso nucleophile addition to form a quaternary center. The reaction sequence is the first example of a successful application in the synthesis of an arylcyclohexadienyliron complex with an ortho-carbon substituent in the position required for Amaryllidaceae alkaloids of this type.
| Item Type: | Article |
|---|---|
| Additional Information: | Roe, Caroline Stephenson, G. Richard |
| Faculty \ School: | Faculty of Science > School of Chemistry |
| Depositing User: | Rachel Smith |
| Date Deposited: | 29 Mar 2011 11:45 |
| Last Modified: | 26 Jan 2023 10:30 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/27416 |
| DOI: | 10.1021/ol702550z |
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