Preparation of iodo-induced 1,3-oxathiane compounds via intramolecular Pummerer rearrangement of 2-benzylsulfinyl- bicyclo[2.2.1]hept-5-ene

Hitoshi Abe; Hiroyuki Fujii; Natsuko Koshiba; Yasuo Takeuchi; Takashi Harayama

doi:10.3987/com-99-s16

Preparation of iodo-induced 1,3-oxathiane compounds via intramolecular Pummerer rearrangement of 2-benzylsulfinyl- bicyclo[2.2.1]hept-5-ene

Hitoshi Abe, Hiroyuki Fujii, Natsuko Koshiba, Yasuo Takeuchi, Takashi Harayama

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Iodooxathianes (2a and 2b) were prepared from the γ,δ-unsaturated sulfinyl compound (1) via the iodonium-promoted intramolecular Pummerer reaction. A two-step conversion of 1 into 2a and 2b involving iodohydrination and the Pummerer rearrangement was also achieved.

Original language	English
Pages (from-to)	465-470
Number of pages	6
Journal	Heterocycles
Volume	52
Issue number	1
DOIs	https://doi.org/10.3987/com-99-s16
Publication status	Published - Jan 1 2000

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "Iodooxathianes (2a and 2b) were prepared from the γ,δ-unsaturated sulfinyl compound (1) via the iodonium-promoted intramolecular Pummerer reaction. A two-step conversion of 1 into 2a and 2b involving iodohydrination and the Pummerer rearrangement was also achieved.",

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AU - Fujii, Hiroyuki

AU - Koshiba, Natsuko

AU - Takeuchi, Yasuo

AU - Harayama, Takashi

PY - 2000/1/1

Y1 - 2000/1/1

N2 - Iodooxathianes (2a and 2b) were prepared from the γ,δ-unsaturated sulfinyl compound (1) via the iodonium-promoted intramolecular Pummerer reaction. A two-step conversion of 1 into 2a and 2b involving iodohydrination and the Pummerer rearrangement was also achieved.

AB - Iodooxathianes (2a and 2b) were prepared from the γ,δ-unsaturated sulfinyl compound (1) via the iodonium-promoted intramolecular Pummerer reaction. A two-step conversion of 1 into 2a and 2b involving iodohydrination and the Pummerer rearrangement was also achieved.

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Preparation of iodo-induced 1,3-oxathiane compounds via intramolecular Pummerer rearrangement of 2-benzylsulfinyl- bicyclo[2.2.1]hept-5-ene

Abstract

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