Abstract
An efficient, transition metal-free procedure for the cyclopropanation of alkenes using malononitrile and the LiI-tBuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves tBuOI generated in situ from LiI and tBuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV-1 RT inhibitor.
| Original language | English |
|---|---|
| Pages (from-to) | 5895-5898 |
| Number of pages | 4 |
| Journal | Chemistry (Weinheim an der Bergstrasse, Germany) |
| Volume | 20 |
| Issue number | 20 |
| DOIs | |
| Publication status | Published - 12 May 2014 |
Keywords
- cyclopropanation reactions
- hypoiodous acid
- iodine
- oxidation
- small ring systems
ASJC Scopus subject areas
- Medicine(all)
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Cite this
Yoshimura, A., Koski, S. R., Kastern, B. J., Fuchs, J. M., Jones, T. N., Yusubova, R. Y., Nemykin, V. N., & Zhdankin, V. V. (2014). Hypoiodite-mediated cyclopropanation of alkenes. Chemistry (Weinheim an der Bergstrasse, Germany), 20(20), 5895-5898. https://doi.org/10.1002/chem.201402372