134161-33-4Relevant academic research and scientific papers
Synthesis and X-ray crystal structure determination of 3,4-diphenyl-6-(diphenylmethyl)-1,5-dioxa-2-thiane-2-oxide
Breau, L.,Sharma, N. K.,Butler, J. R.,Durst, T.
, p. 185 - 188 (2007/10/02)
Erythro and threo-1,2-diphenyl-2-tert-butylsulfinylethanols 5 and 8 were prepared from the condensation of the α-lithio derivative of benzyl-tert-butyl sulfoxide with benzaldehyde.Reaction of 5 with sulfuryl chloride gave the title compound, (2R*,3S*,4R*,6R*)-3,4-diphenyl-6-(diphenylmethyl)-1,5-dioxa-2-thiane-2-oxide 6, the first representative of a new heterocyclic ring system.Similar treatment of 8 resulted in the formation of 7, a stereoisomer of 6.This same compound was also obtained by photolysis of 6.In both 6 and 7 the S=O bond is in an axial orientation.Key words: sulfuryl chloride, reaction with β-hydroxy sulfoxides; 1,2-diphenyl-tert-butylsulfinylethanol; β-hydroxysulfoxides; β-sultines; N-chlorosuccinimide, reaction with β-hydroxysulfoxides.
