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

Authors
Abe, H Fujii, H Koshiba, N Takeuchi, Y Harayama, T
Citation
H. Abe et al., Preparation of iodo-induced 1,3-oxathiane compounds via intramolecular Pummerer rearrangement of 2-benzylsulfinyl-bicyclo[2.2.1]hept-5-ene, HETEROCYCLE, 52(1), 2000, pp. 465-470
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
1
Year of publication
2000
Pages
465 - 470
Database
ISI
SICI code
0385-5414(20000101)52:1<465:POI1CV>2.0.ZU;2-R
Abstract
Iodooxathianes (2a and 2b) were prepared from the gamma,delta-unsaturated s ulfinyl compound (1) via the iodonium-promoted intramolecular Pummerer reac tion. A two-step conversion of 1 into 2a and 2b involving iodohydrination a nd the Pummerer rearrangement was also achieved.