18621-56-2Relevant academic research and scientific papers
Regiodivergent Hydration-Cyclization of Diynones under Gold Catalysis
Mu?oz, Miguel A.,Sanz, Roberto,Solas, Marta,Suárez-Pantiga, Samuel
, p. 7681 - 7687 (2020/10/12)
Skipped diynones, efficiently prepared from biomass-derived ethyl lactate, undergo a tandem hydration-oxacyclization reaction under gold(I) catalysis. Reaction conditions have been developed for a switchable process that allows selective access to 4-pyrones or 3(2H)-furanones from the same starting diynones. Further application of this methodology in the total synthesis of polyporapyranone B was demonstrated.
Ethyl lactate as a renewable carbonyl source for the synthesis of diynones
Solas, Marta,Suárez-Pantiga, Samuel,Sanz, Roberto
, p. 213 - 218 (2019/01/28)
Ethyl lactate, a sustainable feedstock, serves as a highly attractive building block for the synthesis of value-added chemicals such as skipped diynones and, after gold-catalyzed transposition, conjugated diynones. Green solvents are involved in all steps
Gold-catalyzed 1,3-transposition of ynones
Kazem Shiroodi, Roohollah,Soltani, Mohammad,Gevorgyan, Vladimir
supporting information, p. 9882 - 9885 (2014/08/05)
An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regio
Alkyne migration in alkylidene carbenoid species: A new method of polyyne synthesis
Eisler, Sara,Chahal, Navjot,McDonald, Robert,Tykwinski, Rik R.
, p. 2542 - 2550 (2007/10/03)
The synthesis of conjugated polyyne structures via a modification of the Fritsch-Buttenberg-Wiechell (FBW) rearrangement is reported. Our adaptation provides for the 1,2-migration of an alkyne in a carbene/carbenoid intermediate that is conveniently effec
