期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 12, 页码 3221-3225出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201612384
关键词
carbocyclization; enallenols; oxidation; palladium; spirolactones
资金
- European Research Council [ERC AdG 247014]
- Swedish Research Council [621-2013-4653]
- Berzelii Center EXSELENT
- Knut and Alice Wallenberg Foundation
A highly selective palladium-catalyzed oxidative carbonylation/carbocyclization/alkoxycarbonylation of enallenols to afford spirolactones bearing an all-carbon quaternary center was developed. This transformation involves the overall formation of three C-C bonds and one C-O bond through a cascade insertion of carbon monoxide (CO), an olefin, and CO. Preliminary experiments on chiral anion-induced enantioselective carbonylation/carbocyclization of enallenols afforded spirolactones with moderate enantioselectivity.
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