Ring-opening reactions of donor-acceptor cyclopropanes with cyclic ketals and thiol ketals

1,3-Cyclohexandione derived cyclic ketals and thiol ketals were used as O- and S-nucleophiles, respectively, for the ring opening of donor-acceptor cyclopropanes catalyzed by Cu(OTf) 2 and a series of functionalized alkylene glycol diethers and dithiol diethers were obtained in good to high yields u...

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Veröffentlicht in:Organic & biomolecular chemistry 2020-08, Vol.18 (33), p.6492-6496
Hauptverfasser: Zhang, Dongxin, Yin, Lei, Zhong, Junchao, Cheng, Qihang, Cai, Hu, Chen, Yan, Zhang, Qian-Feng
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Sprache:eng
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Zusammenfassung:1,3-Cyclohexandione derived cyclic ketals and thiol ketals were used as O- and S-nucleophiles, respectively, for the ring opening of donor-acceptor cyclopropanes catalyzed by Cu(OTf) 2 and a series of functionalized alkylene glycol diethers and dithiol diethers were obtained in good to high yields under mild conditions. Cyclic (thiol) ketals were used as hetero-nucleophiles for the ring opening of donor-acceptor cyclopropanes to afford functionalized diethers.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01530j