转鼓
化学
反应性(心理学)
试剂
催化作用
天然产物
组合化学
铜
有机化学
亲核细胞
医学
病理
替代医学
作者
Wei Dong,Zhigang Zhao,Cheng‐Zhi Gu,Jinggong Liu,Shuang Yang,Xinqiang Fang
摘要
Allylation and propargylation are two powerful synthetic strategies for making new substances that have been of significant importance in chemistry, medicine, and material fields. Conventional tactics employ various preformed allylation and propargylation reagents. In this study, a conceptually novel copper-catalyzed and B2pin2-mediated Umpolung reactivity of propargylic carbonates has been achieved for the first time, realizing both allylation and propargylation of aldehydes and ketones without additional reductants. Three types of allylation products and one type of propargylation product are generated efficiently, and all allylation products are formed with syn-configurations predominantly. The choice of ligands plays a vital role in modulating the Umpolung modes. The synthetic applications have been demonstrated in a myriad of further transformations including natural product synthesis, and systematic mechanistic studies have been conducted to reveal detailed insights into the Umpolung processes.
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