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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Selective carbon-carbon bond cleavage involving alkene moieties
Qixue Qin1,2, Xiao-De An1, Shuanghong Hao1
1College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Chang Cheng Rd. 700, Qingdao, Shandong 266109, China. qinqixue@qau.edu.cn.
This review explores novel methods for selective carbon-carbon (C-C) bond functionalization in alkenes. New strategies enable C-C bond cleavage adjacent to or within the double bond, advancing complex molecule synthesis.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Selective carbon-carbon (C-C) bond cleavage is crucial for molecular editing.
- C-C bonds are strong and nonpolar, making their selective scission challenging.
- Alkenes are vital industrial and synthetic building blocks, but their functionalization is difficult.
Purpose of the Study:
- To review recent advancements in C-C bond functionalization of olefins.
- To highlight novel pathways beyond traditional double bond cleavage.
- To showcase applications in complex molecule synthesis and editing.
Main Methods:
- Focus on selective cleavage of C-C bonds adjacent to the alkene (C(vinyl)-C, allylic C-C).
- Discuss transformative cleavage and reconstruction of the alkene double bond.
- Include novel processes like single-atom insertion.
Main Results:
- Development of methods to selectively cleave C-C bonds while preserving the alkene.
- Emergence of new C-C bond forming/breaking reactions via atom insertion.
- Expansion of synthetic strategies for functionalizing olefins.
Conclusions:
- Novel C-C bond functionalization strategies offer powerful tools for alkene modification.
- These advances provide new avenues for constructing complex molecular scaffolds.
- The reviewed methods significantly enhance synthetic capabilities in organic chemistry.
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