Synthesis of Vicinal Dichlorides via Activation of Aliphatic Terminal Epoxides with Triphosgene and Pyridine
Alexander H. Cleveland, Frank R. Fronczek and Rendy Kartika*
*Department of Chemistry, Louisiana State University, 232
Choppin Hall, Baton Rouge, Louisiana 70803, United States, Email: rkartika
lsu.edu
A. H. Cleveland, F. R. Fronczek, R. Kartika, J. Org. Chem., 2018, 83, 3367-3377.
DOI: 10.1021/acs.joc.7b03197
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Abstract
An operationally simple triphosgene-pyridine activation enables the conversion of unactivated terminal aliphatic epoxides to alkyl vicinal dichlorides. The methodology tolerates a broad of scope of substrates as well as protecting groups. Furthermore, these mild conditions generally yield clean reaction mixtures that are free of byproducts upon aqueous workup.
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Key Words
ID: J42-Y2018
