Journal
ORGANIC LETTERS
Volume 18, Issue 8, Pages 1788-1791Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00513
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Funding
- Spanish Ministry of Economy and Competitiveness/FEDER [CTQ2012-35250, CTQ2015-65384-R]
- Generalitat de Catalunya [2014-SGR-155]
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A convergent synthesis of fluvirucinin B-1 from acid ent-6a and nitrile ent-9, involving an organocopper coupling, a stereoselective allylation, a ring-closing metathesis reaction, and a stereoselective hydrogenation as the key steps, is reported. The starting building blocks have been prepared in a straightforward manner from a common phenylglycinol-derived lactam 1. An unprecedented regioselective oxidation of phenylglycinol-derived secondary amines 5 to carboxylic acids 6 has been developed.
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