Premium
Hypoiodite‐Mediated Cyclopropanation of Alkenes
Author(s) -
Yoshimura Akira,
Koski Steven R.,
Kastern Brent J.,
Fuchs Jonathan M.,
Jones T. Nicholas,
Yusubova Roza Y.,
Nemykin Victor N.,
Zhdankin Viktor V.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201402372
Subject(s) - cyclopropanation , malononitrile , chemistry , reaction mechanism , combinatorial chemistry , mechanism (biology) , organic chemistry , catalysis , physics , quantum mechanics
An efficient, transition metal‐free procedure for the cyclopropanation of alkenes using malononitrile and the LiI‐ t BuOCl combination under mild reaction conditions is described. The reaction mechanism most likely involves t BuOI generated in situ from LiI and t BuOCl. The utility of this new methodology has been demonstrated by the synthesis of a potential HIV‐1 RT inhibitor.