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Communication | Regular issue | Vol 23, No. 1, 1985, pp.37-40
Published online, 1st January, 1970
DOI: 10.3987/R-1985-01-0037
Formation of 2,6-Dialkoxy-3,5-dialkyl-1,4-oxaselenane 1,1-Dichlorides by Reaction of Aliphatic Aldehydes with SeO2 in Alcohols Containing Aqueous HCl

Jan Bergman* and Tarja Laitalainen

*Department of Organic Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden


A variety of aliphatic aldehydes reacts with SeO2 in alcohols containing aqueous HCl, yielding 2,6-dialkoxy-3,5-dialkyl-1,4-oxaselanane 1,1-dichlorides, albeit unstable, as nicely crystalline compounds. The corresponding C1-stripped compounds are much more stable (distillable) and can be deselenated with degassed Raney nickel to the corresponding 3,4-dialkylfurans.