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Asymmetric Catalytic Diverse Ring Opening/Cycloadditions of Cyclobutenones with (E)-Alkenyloxindoles and (E)-Dioxopyrrolidines

Authors :
Xiaoming Feng
Shunxi Dong
Yuqiao Zhou
Hang Zhang
Siyuan Wang
Yao Luo
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.

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