One-Flask tethered ring closing Metathesis-Electrocyclic ring opening for the highly stereoselective synthesis of conjugated Z/E-Dienes
- A one-flask reaction sequence comprising ring closing metathesis (RCM) of butenoates derived from allylic alcohols and a base-mediated ring opening gives 2Z,4E-configured dienoic acids in high yields and stereoselectivities. Application of the method to the synthesis of the natural product fusanolide A suggests that the originally published structure was erroneously assigned and should be revised.
| Author details: | Bernd SchmidtORCiDGND, Oliver Kunz |
|---|---|
| DOI: | https://doi.org/10.1002/ejoc.201101497 |
| ISSN: | 1434-193X |
| Title of parent work (English): | European journal of organic chemistry |
| Publisher: | Wiley-VCH |
| Place of publishing: | Weinheim |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2012 |
| Publication year: | 2012 |
| Release date: | 2017/03/26 |
| Tag: | Carboxylic -acids; Lactones; Macrocycles; Metathesis; Natural products |
| Issue: | 5 |
| Number of pages: | 11 |
| First page: | 1008 |
| Last Page: | 1018 |
| Funding institution: | Deutsche Forschungsgemeinschaft (DFG) [Schm 1095/6-1] |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
