Oxidative spirocyclisation routes towards the sawaranospirolides. Synthesis of ent-sawaranospirolides C and D
dc.contributor.author | Robertson, Jeremy | |
dc.contributor.author | Chovatia, Praful T. | |
dc.contributor.author | Fowler, Thomas G. | |
dc.contributor.author | Withey, Jonathan M. | |
dc.contributor.author | Woollaston, Daniel J. | |
dc.date.accessioned | 2016-01-12 | |
dc.date.accessioned | 2022-05-27T01:13:48Z | |
dc.date.available | 2022-05-27T01:13:48Z | |
dc.date.issued | 2010 | |
dc.description.abstract | Two routes are described for the synthesis of the sawaranospirolides, stereoisomeric spirolactone ascorbigenins isolated from Chamaecyparis pisifera. Trapping of the keto enal formed by oxidation of a functionalised 2-(4-hydroxybutyl)furan affords a potential butenolide spiroacetal precursor to sawaranospirolides A and C. Alternatively, epoxidation of protected 3-(dihydropyran-2-yl)-3-arylpropanoic acids results in spirolactonisation to generate ent-sawaranospirolide C; a related acid-mediated spirocyclisation gave access to ent-sawaranospirolide D. | |
dc.description.uri | http://library.macewan.ca/cgi-bin/SFX/url.pl/7M7 | |
dc.identifier.citation | Robertson, J., Chovatia, P., Fowler, T., Withey, J., & Woollaston, D. (2010). Oxidative spirocyclisation routes towards the sawaranospirolides. Synthesis of ent-sawaranospirolides C and D. Organic & Biomolecular Chemistry, 8(1), 226-233. doi:10.1039/B918091E | |
dc.identifier.doi | https://doi.org/10.1039/B918091E | |
dc.identifier.uri | https://hdl.handle.net/20.500.14078/281 | |
dc.language | English | |
dc.language.iso | en | |
dc.rights | All Rights Reserved | |
dc.subject | organic chemistry | |
dc.subject | enol ethers | |
dc.subject | spiroacetal | |
dc.title | Oxidative spirocyclisation routes towards the sawaranospirolides. Synthesis of ent-sawaranospirolides C and D | en |
dc.title | Oxidative spirocyclisation routes towards the sawaranospirolides. Synthesis of ent-sawaranospirolides C and D | en |
dc.type | Article |