Synthesis
DOI: 10.1055/a-2044-4571
special topic

Dealkenylative Functionalization: Conversion of Alkene C(sp3)–C(sp2) Bonds to C(sp3)–X Bonds Using Redox-Based Radical Processes

Brady W. Dehnert
1   Department of Chemistry and Biochemistry, UCLA, Los Angeles, United States (Ringgold ID: RIN8783)
,
Jeremy H. Dworkin
1   Department of Chemistry and Biochemistry, UCLA, Los Angeles, United States (Ringgold ID: RIN8783)
,
Ohjun Kwon
2   Chemistry and Biochemistry, UCLA, Los Angeles, United States (Ringgold ID: RIN8783)
› Author Affiliations
Supported by: National Institute of General Medical Sciences R01 GM141327

This review highlights the history and recent advances in dealkenylative functionalization. Through this deconstructive strategy, radical functionalizations occur under mild, robust conditions. The reactions described proceed with high efficiency, good stereoselectivity, tolerate many functional groups, and are completed within a matter of minutes. By cleaving the C(sp3)–C(sp2) bond of terpenes and terpenoid-derived precursors, rapid diversification of natural products is possible.



Publication History

Received: 04 January 2023

Accepted after revision: 28 February 2023

Accepted Manuscript online:
28 February 2023

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