72074-98-7Relevant academic research and scientific papers
Olefin Inversion. Protection of the Sulfide Function in the Stereospecific Sythesis of trans-Thiacyclooct-4-ene
Cere, Vanda,Guenzi, Alberto,Pollicino, Salvatore,Sandri, Edda,Fava, Antonino
, p. 261 - 264 (1980)
The concerted fragmentation method of Whitham has been applied to the configurational inversion of cis-thiacyclooct-4-ene (1) to give (35percent overall yield) trans-thiacyclooct-4-ene (2) of >98 percent configurational purity.The required protection of the S atom has been afforded by methylation, while deprotection was achieved by homogeneous LiAlH4 reduction in THF.Some peculiar NMR properties of the 1-methyl and 1-oxide derivatives of trans-thiacyclooctene are reported.
