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Published on: September 8, 2013
Iron-Catalyzed Tunable Alkene Migratory Silylation and Transposition
Bohao Guo1, Yu Pu2, Ruichen Zhang2
1Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, P. R. China.
Abstract:
The example of iron-catalyzed alkenes migratory silylation and transposition has been demonstrated, affording a tunable approach to synthesize thermodynamically stable allylsilanes and internal alkenes with high efficiency and regioselectivity. These reactions showcase several advantageous features, including good functional group tolerance, excellent regioselectivity, a broad substrate scope, scalability to gram-scale synthesis, and late-stage functionalization of bio-relevant molecules. Furthermore, the relay catalytic mechanism of the migratory silylation, involving both iron-silyl and iron-hydride intermediates, provides valuable insights into iron-catalyzed coupling reactions, opening new avenues for the development of novel transformations under iron catalysis.
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