Assembly of Terpenoid Cores by a Simple, Tunable Strategy.

Autor: Lahtigui O; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Emmetiere F; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Zhang W; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Jirmo L; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Toledo-Roy S; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Hershberger JC; Department of Chemistry and Physics, Arkansas State University, Jonesboro, AR, 72467, USA., Macho JM; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA., Grenning AJ; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200, USA.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2016 Dec 19; Vol. 55 (51), pp. 15792-15796. Date of Electronic Publication: 2016 Nov 17.
DOI: 10.1002/anie.201608863
Abstrakt: Oxygenated, polycyclic terpenoid natural products have important biological activities. Although total synthesis of such terpenes is widely studied, synthetic strategies that allow for controlled placement of oxygen atoms and other functionality remains a challenge. Herein, we present a simple, scalable, and tunable synthetic strategy to assemble terpenoid-like polycycloalkanes from cycloalkanones, malononitrile, and allylic electrophiles, abundantly available reagent classes.
(© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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