Journal
ORGANIC LETTERS
Volume 22, Issue 6, Pages 2414-2418Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00613
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Funding
- NSFC [21871112, 21971090]
- Graduate Education Innovation Project of Jiangsu Province [SJKY19_2002]
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A new Lewis acid catalyzed alkyne-carbonyl metathesis/oxa-Michael addition relay was first reported, leading to the atom-economic synthesis of unreported functionalized indol one-containing naphtho [2, 1-b] furan-1-ones with a quaternary center in good to excellent yields and high diastereoselectivity through scission/recombination of C-O double bonds under the mild conditions. A Yb(OTf)(3)-catalyzed reaction between alpha-alkynyl naphthalen-2-ols and isatins worked efficiently and offered a convergent and regioselective protocol to construct cyclic ketones via alkyne polyfunctionalization.
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