Dong Z,
MacMillan DW. C.
*
Princeton University, USA
Metallaphotoredox-Enabled Deoxygenative Arylation of Alcohols.
Nature 2021;
DOI:
10.1038/s41586-021-03920-6
Key words
nickel catalysis - iridium catalysis - deoxygenative cross-coupling - photochemistry
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.
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.
