Hypoiodite-Mediated Cyclopropanation of Alkenes

Authors

Akira Yoshimura
Steven R. Koski
Brent J. Kastern
Jonathan M. Fuchs
T. Nicholas Jones, College of Saint Benedict/Saint John's UniversityFollow
Roza Y. Yusubova
Victor N. Nemykin
Viktor V. Zhdankin

Document Type

Article

Publication Date

5-2014

Disciplines

Chemistry | Physical Sciences and Mathematics

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.

Comments

DOI: 10.1002/chem.201402372

Recommended Citation

Yoshimura, A.*; Koski, S. R.; Kastern, B. J.; Fuchs, J. M.; Jones, T. N.; Yusubova, R. Y.; Nemykin, V. N.; Zhdankin V. V.* Hypoiodite-Mediated Cyclopropanation of Alkenes. Chem. Eur. J., 2014, 20, 5895-5898.