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Synlett 2023; 34(10): 1075-1078
DOI: 10.1055/a-2014-2936
DOI: 10.1055/a-2014-2936
synpacts
Deoxygenative Alkylboration of Aldehydes to Synthesize Versatile Secondary α,α-Dialkyl Boronates
We thank the Open Research Fund of Key Laboratory of the Ministry of Education for Advanced Catalysis Materials and Zhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Zhejiang Normal University (KLMEACM202106), National Natural Science Foundation of China (Grant No. 22071183), and the Science and Technology Commission of Shanghai Municipality (19DZ2271500) for financial support.
Abstract
By merging nickel catalysis and photochemistry, we developed a deoxygenative alkylboration of aldehydes via a deoxygenative difunctionalization of carbonyls strategy. This three-component reaction between alkyl halides, B2Pin2, and aldehydes represents one of the most efficient methods to furnish the versatile secondary α,α-dialkyl boronates. A series of deoxygenative difunctionalization skeletons can be gained from the products based on the carbon–boron bond transformation. In addition, deoxygenative arylboration of aldehydes was achieved.
Key words
deoxygenative difunctionalization of carbonyls - C–O bond coupling - metallaphotoredox - nickel - cross-couplingPublication History
Received: 06 January 2023
Accepted after revision: 16 January 2023
Accepted Manuscript online:
16 January 2023
Article published online:
09 February 2023
© 2023. Thieme. All rights reserved
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