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Synfacts 2021; 17(11): 1221
DOI: 10.1055/s-0041-1737057
DOI: 10.1055/s-0041-1737057
Metals in Synthesis
Photoredox-Enabled Deoxygenative Cross-Coupling of Alcohols Activated by NHCs
Dong Z,
MacMillan DW. C.
*
Princeton University, USA
Metallaphotoredox-Enabled Deoxygenative Arylation of Alcohols.
Nature 2021;
DOI: 10.1038/s41586-021-03920-6
Metallaphotoredox-Enabled Deoxygenative Arylation of Alcohols.
Nature 2021;
DOI: 10.1038/s41586-021-03920-6
Significance
The authors report a nickel-catalyzed photo-enabled deoxygenative cross-coupling between C(sp3)-hybridized alcohols activated through an N-heterocyclic carbene salt with aryl halides. The procedure enables coupling of highly functionalized primary, secondary and tertiary alcohols.
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Comment
Late-stage functionalizations of complex molecules such as a taxol variants and multiply protected saccharides are shown. A reaction mechanism is proposed in which the NHC salt plays a key role in providing the thermodynamic driving force for the reaction.
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Publikationsverlauf
Artikel online veröffentlicht:
19. Oktober 2021
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