Enantioselective Synthesis of γ-Functionalized Cyclopentenones and δ-Functionalized Cycloheptenones Utilizing a Redox-Relay Heck Strategy.

Autor: Yuan Q; Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT, 84112.; These authors contributed equally., Prater MB; Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT, 84112.; These authors contributed equally., Sigman MS; Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT, 84112.
Jazyk: angličtina
Zdroj: Advanced synthesis & catalysis [Adv Synth Catal] 2020 Jan 23; Vol. 362 (2), pp. 326-330. Date of Electronic Publication: 2019 Oct 24.
DOI: 10.1002/adsc.201901239
Abstrakt: In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives is described. This method grants facile access to diverse γ-functionalized cyclopentenones and δ-functionalized cycloheptenones. Using this approach, a formal synthesis of ( S )-baclofen was completed in high yield and excellent enantioselectivity.
Databáze: MEDLINE
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