1310679-23-2Relevant academic research and scientific papers
Thermodynamically driven,: Syn -selective vinylogous aldol reaction of tetronamides
Karak, Milandip,Barbosa, Luiz C. A.,Acosta, Jaime A. M.,Sarotti, Ariel M.,Boukouvalas, John
, p. 4897 - 4907 (2016/06/13)
A stereoselective vinylogous aldol reaction of N-monosubstituted tetronamides with aldehydes is described. The procedure is simple and scalable, works well with both aromatic and aliphatic aldehydes, and affords mainly the corresponding syn-aldol adducts. In many cases, the latter are obtained essentially free of their anti-isomers (dr > 99:1) in high yields (70-90%). Experimental and computational studies suggest that the observed diastereoselectivity arises through anti-syn isomer interconversion, enabled by an iterative retro-aldol/aldol reaction.
Synthesis of 3-bromotetronamides via amination of 3,4-dibromofuran-2(5H)- one
Cunha, Silvio,Oliveira, Caio C.,Sabino, Jose? R.
experimental part, p. 598 - 603 (2011/10/17)
This work describes the direct synthesis of 3-bromotetronamides in good yields through the reaction of 3,4-dibromofuran-2(5H)-one, obtained from furfural, with primary and secondary amines. Aromatic amines were more tolerated than aliphatic and heteroaromatic ones. The X-ray structures of five derivatives are described.
