24699-49-8Relevant articles and documents
Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides
Aitken, R. Alan,Henderson, Sarah,Slawin, Alexandra M. Z.
, p. 422 - 434 (2018/03/26)
Isomerization of 2-benzylidene-1,3-dioxolane to 3-phenylbutyrolactone occurs readily under flash vacuum pyrolysis (FVP) conditions. 2-Diphenylmethyl-1,3-oxathiolane and 2-benzyl-1,3-oxathiolane have been prepared and the latter compound has been oxidized to the corresponding sulfoxide, whose structure and conformation are examined by 1H NMR, and to the sulfone whose X-ray structure is determined. 2-Benzylidene-1,3-oxathiolane is also prepared and the behavior of the three S-oxidized oxathiolane derivatives upon FVP is examined. While extrusion of SOn to give ethene and a carbonyl compound predominates in all three cases, the sulfoxide gives also bis(2-hydroxyethyl) disulfide, most likely formed via thiirane S-oxide and 1,2-oxathietane.
An effective synthesis of 1,3-oxathiolanes
Streinz, Ludvik,Koutek, Bohumir,Saman, David
, p. 665 - 671 (2007/10/03)
2-Alkyl-or 2,2-dialkyl-1,3-oxathiolanes can be effectively prepared from aldehydes or ketones and 2-mercaptoethanol, with triisopropylsilyl triflate as a catalyst. The reaction is over within minutes and, despite the fact that water is nor removed during the reaction, the yields of products are high.
