Chiral Primary Amine Catalyzed Asymmetric α-Benzylation with In Situ Generated ortho-Quinone Methides
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- 作者：Yunbo Zhu ; Wen-Zhao Zhang ; Dr. Long Zhang and Prof. Sanzhong Luo
- 刊名：Chemistry - A European Journal
- 出版年：2017
- 出版时间：January 26, 2017
- 年：2017
- 卷：23
- 期：6
- 页码：1253-1257
- 全文大小：1010K
- ISSN：1521-3765
文摘
A dual activation strategy integrating primary amine catalysis and Lewis base activation has been developed for an asymmetric α-benzylation reaction. Enamines derived from β-ketocarbonyls could react effectively with in situ generated ortho-quinone methides under Lewis base activation in asymmetric α-benzylation of β-ketocarbonyls and α-branched aldehydes. The approach enables the creation of acyclic all-carbon quaternary stereocenters with excellent enantioselectivities and good activity.