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Asymmetric Catalytic Diverse Ring Opening/Cycloadditions of Cyclobutenones with (E)-Alkenyloxindoles and (E)-Dioxopyrrolidines
- Source :
- Organic Letters. 22:2645-2650
- Publication Year :
- 2020
- Publisher :
- American Chemical Society (ACS), 2020.
-
Abstract
- Highly enantioselective ring-opening/cycloaddition reactions of cyclobutenones were achieved by employing chiral N,N'-dioxide/metal complexes as the catalysts. The Diels-Alder type cycloaddition with (E)-alkenyloxindoles yielded spirocyclohexaneoxindoles with excellent results. Meanwhile, a hetero-Diels-Alder process occurred with (E)-dioxopyrrolidines to afford spiropyrrolidinone-dihydropyranone derivatives.
- Subjects :
- 010405 organic chemistry
Chemistry
Organic Chemistry
Enantioselective synthesis
010402 general chemistry
Ring (chemistry)
01 natural sciences
Biochemistry
Medicinal chemistry
Cycloaddition
0104 chemical sciences
Catalysis
Metal
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Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 22
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi...........db97c96ca63ea438ec9eb6d8ef40233e
- Full Text :
- https://doi.org/10.1021/acs.orglett.0c00608