Olefin Cyclopropanations via Sequential Atom Transfer Radical Addition-Dechlorination Reactions
DOI:
https://doi.org/10.2533/chimia.2010.188Keywords:
Carbocycles, Cyclopropanes, Magnesium, Radicals, RutheniumAbstract
In organic synthesis, cyclopropanation reactions are often performed with Simmons–Smith-type reagents or by transition metal catalyzed reactions of olefins with diazo compounds. A novel method for the synthesis of substituted cyclopropanes is described that is based on a two-step reaction sequence. Olefins are reacted with 1,1'-dichlorides in a Ru-catalyzed atom transfer radical addition (ATRA) process and the resulting 1,3-dichlorides are directly converted into cyclopropanes by reductive coupling with magnesium. This one-pot procedure is applicable to a variety of substrates and can be performed in an inter- or intramolecular fashion.Downloads
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2010-03-31
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Scientific Articles
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Copyright (c) 2010 Swiss Chemical Society
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How to Cite
[1]
K. Thommes, K. Severin, Chimia 2010, 64, 188, DOI: 10.2533/chimia.2010.188.