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Get Free AccessWe report a dehydroboration process that can be coupled with chain-walking hydroboration to create a one-pot, contra-thermodynamic, short- or long-range isomerization of internal olefins to terminal olefins. This dehydroboration occurs by a sequence comprising activation with a nucleophile, iodination, and base-promoted elimination. The isomerization proceeds at room temperature without the need for a fluoride base, and the substrate scope of this isomerization is expanded over those of previous isomerizations we have reported with silanes.
Steven Hanna, Brandon J. Bloomer, Nicodemo R. Ciccia, Trevor W. Butcher, Richard J. Conk, John F Hartwig (2022). Contra-thermodynamic Olefin Isomerization by Chain-Walking Hydroboration and Dehydroboration. , 24(4), DOI: https://doi.org/10.1021/acs.orglett.1c03124.
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Type
Article
Year
2022
Authors
6
Datasets
0
Total Files
0
Language
en
DOI
https://doi.org/10.1021/acs.orglett.1c03124
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