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- Publisher
- Wiley
- Copyright
- © 2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
- ISSN
- 2193-5807
- eISSN
- 2193-5815
- DOI
- 10.1002/ajoc.201600022
- Publisher site
- See Article on Publisher Site
Abstract
The first asymmetric total synthesis of coibacin D, a metabolite isolated from the marine cyanobacterium cf. Oscillatoria sp., was achieved in six steps starting from simple hept‐6‐en‐1‐ol. The synthetic strategy was based on a chiral Brønsted acid catalyzed enantioselective allylboration and a Ru‐carbene complex catalyzed sequential ring‐closing and cross‐metathesis strategy. The recorded spectroscopic data and the sign of the optical rotation of the synthesized coibacin D were in agreement with the published data for the isolated compound, which confirmed the proposed structure and absolute configuration.
Journal
Asian Journal of Organic Chemistry – Wiley
Published: May 1, 2016
Keywords: ; ; ; ;