Construction of quaternary carbon centers by KOtBu-catalyzed α-homoallylic alkylation of lactams with 1,3-dienes
Literature Information
Publication Date
2022-02-02
DOI
10.1039/D1QO01927A
Impact Factor
5.281
Authors
Shang Wang, Yunfei Xiang, Tiantian Chen, Xiang Wu, Dong Xing
View Original
Abstract
We report a KOtBu-catalyzed α-homoallylic alkylation of lactams with 1,3-dienes. With this transition metal-free and atom-economical protocol, a variety of α-homoallylic alkylated lactams bearing α-quaternary carbon centers were formed in a 2,1-addition manner with excellent regioselectivity. A cation–π interaction between the in situ-generated potassium enolate and the diene is proposed to play a key role in accelerating this transformation.
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DOI: 10.1039/AN942670165B
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![2-{3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one hydrochloride (1:1) structure](https://static.chemtradehub.com/structs/253/25332-39-2-496e.webp "2-{3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one hydrochloride (1:1) structure")
2-{3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one hydrochloride (1:1)
CAS Number:
25332-39-2
Molecular Formula:
C19H23Cl2N5O
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