ChemInform Abstract: E‐ or Z‐Selective Synthesis of 4‐Fluorovinyl‐1,2,3‐triazoles with Fluorinated Second‐Generation Julia—Kocienski Reagents.

Abstract

Alkyl, aryl, and metallocenyl azides are tolerated for the preparation of the Julia-Kociensky substrates. Conditions for condensation reactions of the latter with alkyl and aryl aldehydes as well as cyclic and acyclic ketones are developed which provide preferentially E or Z isomeric 4-fluorovinyl-1,2,3-triazoles. The selectivity is strongly influenced by the carbonyl component, but not by the triazole substrate. -(KUMAR, R.; SINGH, G.; TODARO, L. J.; YANG, L.; ZAJC*, B.; Org. Biomol. Chem. 13 (2015) 5, 1536-1549, http://dx.