56058-23-2Relevant academic research and scientific papers
O-Heterocycles from Unsaturated Carbonyls and Dimethoxycarbene
Croisetière, Jean-Philippe,Spino, Claude
, p. 5609 - 5618 (2018/05/08)
The (4+1)-annulation of dimethoxycarbene with readily accessible α,β-unsaturated carbonyls gives cyclic orthoesters, which can then be converted in just a few steps to other O-heterocycles, including methoxyfurans, furanones, and furans.
Reaction of Ketenes. Part 18. Catalysed Reactions between α-Diazocarbonyl Compounds and Ketene Acetals
Graziano, M. Liliana,Scarpati, Rachele
, p. 289 - 294 (2007/10/02)
In the presence of copper powder of Cu(acac)2, ethyl diazoacetate reacts with dialkylketene acetals to give cyclopropanes (2) whilst with ketene acetals having at least one hydrogen atom at position 2 both cyclopropanes (2) and butenoates (3) are formed.Noteworthy in these reactions is the fact that the α-diazoester fails to give dihydrofurans (1), which are the only reaction products when α-diazoketones are the employed α-diazocarbonyl compounds.The results can be rationalized on the basis of the intermediacy of a species in which α-diazocarbonyl compound, catalyst, and ketene acetal are involved.
