851900-20-4Relevant academic research and scientific papers
Regiospecific synthesis of tetra-substituted furans
Sydnes, Leiv K.,Isanov, Rustem,Sengee, Myagmarsuren,Livi, Francesco
supporting information, p. 2898 - 2905 (2013/09/02)
α,β-Unsaturated acetylenic γ-hydroxyketones have been shown to react with ethyl acetoacetate in a Michael-addition fashion and subsequently undergo cyclization followed by dehydration to give substituted furans with a predictable regiospecificity. The yields were good to excellent. A mechanism for the transformation is proposed, and this mechanism explains why furan formation does not take place when the same unsaturated ketones are treated with α-methylated acetoacetate and diethyl malonate.
New regiospecific synthesis of tri- and tetra-substituted furans
Sydnes, Leiv K.,Holmelid, Bjarte,Sengee, Myagmarsuren,Hanstein, Miriam
experimental part, p. 3430 - 3443 (2009/09/08)
β-Acyloxy α,β-unsaturated acetylenic ketones have been shown to react with organocuprate reagents and undergo cyclization followed by dehydration to give substituted furans as the final products. The transformation appeared to be versatile, and tri- and t
