Dealkenylative Functionalizations: Conversion of Alkene C(sp3)–C(sp2) Bonds into C(sp3)–X Bonds via Redox-Based Radical Processes

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作   者：

Brady W. Dehnert;  Jeremy H. Dworkin;  Ohyun Kwon; 

关键词：

radical;  iron(II);  terpenes;  dealkenylation;  β-scission;  hydroperoxide; 

期刊名称：

Synthesis: International Journal of Methods in Synthetic Organic Chemistry

i s s n：

0039-7881

年卷期：

2024 年 56 卷 1 期

页   码：

71-86

页   码：

摘   要：

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. 1 Introduction 2 Mechanism 3 History 4 Motivation to Pursue Dealkenylation 5 Dealkenylation in the Present 6 Conclusion.