期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 26, 页码 14410-14414出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202102862
关键词
benzoxepins; cascade reactions; olefination; palladium; seven-membered rings
资金
- Netherlands Organization for Scientific Research (NWO)
- SURF Cooperative
A palladium-catalyzed intermolecular cascade (4+3) cyclocondensation reaction using salicylaldehydes and vinylcyclopropanes as substrates is reported, with the utilization of a phosphonate group on the cyclopropane as an acceptor moiety. This reaction facilitated the formation of substituted benzoxepins through subsequent O-allylation, with good yield and reasonable enantioselectivity achieved using a novel chiral ligand.
A palladium-catalyzed intermolecular cascade (4+3) cyclocondensation of salicylaldehydes and vinylcyclopropanes is reported. A key feature of the reaction is the use of a phosphonate group as an acceptor moiety on the cyclopropane, exploiting its propensity to undergo olefination with aldehydes. Subsequent O-allylation enabled the formation of a range of substituted benzoxepinsWith a novel chiral ligand, the products were obtained in generally good yield and with reasonable enantioselectivity.
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