Synthesis, reactivity and applications of 1-fluoroalkyl carboxylates: novel synthetic substrates for esterases and lipases

Author(s): Rye, CS; Baell, JB; Street, I;
Details: Publication Year 2007-04-16,Volume 63,Issue #16,Page 3306-3311
Journal Title: TETRAHEDRON
Publication Type: Journal Article
Abstract: A series of 1-fluoroalkyl carboxylate derivatives was synthesised by reacting a carboxylic acid and a ketone or aldehyde with (diethylamino) sulfur trifluoride (DAST). The reactivity of these compounds towards the nucleophiles benzylamine and water was investigated. The hydrolysis of the 1-fluoroalkyl carboxylates by an esterase was observed, along with the concomitant release of the fluoride ion, demonstrating the potential Ltd. All fights reserved.
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Keywords: DIFLUOROMETHYL ESTERS; CHEMISTRY; INHIBITORS; FLUORIDE
Publisher's Version: https://doi.org/10.1016/j.tet.2007.02.059
Terms of Use/Rights Notice: Refer to copyright notice on published article.

Creation Date: 2007-04-16 12:00:00