Construction of 1,3-oxathiane ring through Pummerer reaction of γδ- unsaturated sulfinyl compounds

DOI: 10.1248/cpb.45.778

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 778 - 785 (1997)

Update date:2022-08-03

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Authors:

Abe, Hitoshi

Fujii, Hiroyuki

Masunari, Chieko

Itani, Junko

Kashino, Setsuo

Shibaike, Kentaro

Harayama, Takashi

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Article abstract of DOI:10.1248/cpb.45.778

Several γ,δ-unsaturated sulfinyl compounds were prepared and their reactions with p-toluenesulfonic acid were examined. Conformationally rigid γ,δ-unsaturated sulfinyl compounds such as endo-(alkylsulfinyl)norbornene or 1-(alkylsulfinyl)-2-isopropenylbenzene derivatives afforded 1,3-oxathianes through intramolecular Pummerer rearrangement.

Full text of DOI:10.1248/cpb.45.778

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