Bifunctional Borane Catalysis of a Hydride Transfer/Enantioselective [2+2] Cycloaddition Cascade.
Angew Chem Int Ed Engl
; 60(31): 17185-17190, 2021 07 26.
Article
em En
| MEDLINE
| ID: mdl-34037295
ABSTRACT
Herein, we present a mild and efficient method for synthesizing enantioenriched tetrahydroquinoline-fused cyclobutenes through a cascade reaction between 1,2-dihydroquinolines and alkynones with catalysis by chiral spiro-bicyclic bisboranes. The bisboranes served two functions first they catalyzed a hydride transfer to convert the 1,2-dihydroquinoline substrate to a 1,4-dihydroquinoline, and then they activated the alkynone substrate for an enantioselective [2+2] cycloaddition reaction with the 1,4-dihydroquinoline generated in situ.
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MEDLINE
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En
Ano de publicação:
2021
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Article