Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1314304 | Journal of Fluorine Chemistry | 2014 | 4 Pages |
Abstract
•The first synthesis of racemic and enantiopure 4-polyfluoromethyl-4-hydroxy-homoprolines.•The synthesis of polyfluoromethyl containing 6-aminoacrylates.•The example of intramolecular heterocyclization under acidic conditions.
An effective route to racemic and enantiopure 4-polyfluoromethyl-4-hydroxy-homoprolines was developed based on readily available 2-alkoxyvinyl-polyfluoromethyl ketones. Key step of the synthesis was a diastereoselective heterocyclization of 6-amino-5-polyfluoromethyl-hex-2-enoic acids under acidic conditions. The absolute configuration of the stereogenic centers was determined by X-ray.
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Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Elena N. Shaitanova, Igor I. Gerus, Valery P. Kukhar, Günter Haufe,