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Hypoiodite-mediated cyclopropanation of alkenes.

Authors :
Yoshimura A
Koski SR
Kastern BJ
Fuchs JM
Jones TN
Yusubova RY
Nemykin VN
Zhdankin VV
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2014 May 12; Vol. 20 (20), pp. 5895-8. Date of Electronic Publication: 2014 Mar 28.
Publication Year :
2014

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.<br /> (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
20
Issue :
20
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
24687271
Full Text :
https://doi.org/10.1002/chem.201402372