转鼓
卡宾
氧化磷酸化
化学
催化作用
氧化加成
杂原子
有机催化
组合化学
有机化学
对映选择合成
亲核细胞
戒指(化学)
生物化学
作者
Carmela De Risi,Arianna Brandolese,Graziano Di Carmine,Daniele Ragno,Alessandro Massi,Olga Bortolini
标识
DOI:10.1002/chem.202202467
摘要
N-Heterocyclic carbene (NHC) catalysis is a by now consolidated organocatalytic platform for a number of synthetic (asymmetric) transformations via diverse reaction modes/intermediates. In addition to the typical umpolung processes involving acyl anion/homoenolate equivalent species, implementation of protocols under oxidative conditions greatly expands the possibilities of this methodology. Oxidative NHC-catalysis allows for oxidative and oxygenative transformations through specific manipulations of Breslow-type species depending upon the oxidant used (external oxidant or O2 /air), the derived NHC-bound intermediates paving the way to non-umpolung processes through activation of carbon atoms and heteroatoms. This review is intended to update the state of the art in oxidative NHC-catalyzed reactions that appeared in the literature from 2014 to present, with a strong focus to crucial intermediates and their mechanistic implications.
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