461670-70-2Relevant academic research and scientific papers
Synthesis of 2,5-dihydrofurans via alkylidene carbene insertion reactions
Walker, Louise F.,Connolly, Stephen,Wills, Martin
, p. 5273 - 5276 (1998)
The insertion of vinylidene carbenes into C-H bonds is an efficient method for the synthesis of 2,5-dihydrofurans. The methodology provides a convenient entry to the core structure of squalestatin/zaragozic acid natural products.
Cerium ammonium nitrate: A new catalyst for regioselective protection of glycols
Comin, María J.,Elhalem, Eleonora,Rodriguez, Juan B.
, p. 11851 - 11860 (2007/10/03)
The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. Graphical abstract
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.
