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10.31635-ccschem.021.202101060 |
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220630s2022 CNT 000 0 und d |
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|a 20965745 (ISSN)
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|a Synthesis of Dihydroisoquinoline and Dihydropyridine Derivatives via Asymmetric Dearomative Three-Component Reaction
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|b Chinese Chemical Society
|c 2022
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|a We report the first asymmetric three-component nucleophilic addition/dearomative [4+2] cycloaddition/isomerization cascade of transient dipoles generated from N-heteroarenes and allenoates with methyleneindolinones in the presence of chiral N,N′-dioxide/metal complexes. This tandem reaction enabled rapid access to versatile chiral polycyclic N-heterocycles with good to excellent enantioselectivities under mild reaction conditions in spite of the strong background reaction, including 1,2-dihydroisoquinoline, 1,2-dihydropyridine derivatives, and others. Meanwhile, a series of control experiments were conducted to elucidate the reaction mechanism and the roles of additives. © 2022 CCS Chemistry. All rights reserved.
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|a asymmetric catalysis
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|a chiral N
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|a dearomatization
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|a dihydroisoquinoline
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|a dihydropyridine
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|a multicomponent reactions
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|a N′-dioxide
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|a Cao, W.
|e author
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|a Chen, M.
|e author
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|a Feng, X.
|e author
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|a He, C.
|e author
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|a Pan, G.
|e author
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|a Xiong, Q.
|e author
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| 773 |
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|t CCS Chemistry
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| 856 |
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|z View Fulltext in Publisher
|u https://doi.org/10.31635/ccschem.021.202101060
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