212121-11-4Relevant academic research and scientific papers
Syntheses, structure analyses, and reactions of 1,3,5-trioxepanes and related compounds
McCullough, Kevin J.,Masuyama, Araki,Morgan, Keith M.,Nojima, Masatomo,Okada, Yuji,Satake, Syuzo,Takeda, Shin-Ya
, p. 2353 - 2362 (2007/10/03)
Acid-catalysed condensations of 1,5- or 1,6-dicarbonyl compounds with ethylene glycol give 1,3,5-trioxepane derivatives as a result of neighbouring participation by the adjacent carbonyl group during the acetalization process. With trimethylene glycol, the related 1,3,5-trioxocanes have also been obtained. Reaction of the 1,3,5-trioxepanes with (a) Grignard reagents gives dialkyl-substituted cyclic ethers, (b) titanium tetrachloride-allyltributyltin gives diallyl-substituted cyclic ethers and (c) triethylsilane in the presence of trimethylsilyl triflate provides the corresponding cyclic ethers.
