461670-75-7Relevant academic research and scientific papers
A Versatile Method to Prepare Difluorinated Primary Alcohols and Its Application to the Syntheses of Novel Acyclic Fluorinated Nucleosides
Tse, Bruno
, p. 6909 - 6911 (2019/04/10)
The addition of fluorine to a molecule often leads to intriguing changes in the properties of the molecule. Many novel drug leads and drug candidates are the results of the incorporation of fluorine. This paper presents a versatile method to create molecules with the general structure R1R2CHCF2CH2OH from ketone R1(CO)R2. The key steps of this synthetic method involve the formation of a cyclic thiocarbonate and the regioselective radical opening of the thiocarbonate to yield the corresponding primary alcohol -CF2CH2OH. Using this synthetic method, novel fluorinated analogs of ganciclovir and penciclovir have been prepared.
Synthesis of 2,5-dihydrofurans via alkylidene carbene insertion reactions
Walker, Louise F.,Bourghida, Ahmed,Connolly, Stephen,Wills, Martin
, p. 965 - 981 (2007/10/03)
The insertion reaction of alkylidene carbenes is demonstrated to be an effective method for the synthesis of 2,5-dihydrofuran ring systems. The best results have been obtained on substrates containing electron-withdrawing substituents, which appear less prone to the competing rearrangement reaction. This insight has led to the development of a new method for the synthesis of the core structure of the squalestatin-zaragozic acid natural products.
