Stereoselective synthesis of 5-7 membered cyclic ethers by deiodonative ring-enlargement using hypervalent iodine reagents.
Stereoselective synthesis of 5-7 membered cyclic ethers was achieved by deiodonative ring-enlargement of cyclic ethers having an iodoalkyl substituent. The reaction took place readily under mild conditions using hypervalent iodine compounds and an acetoxy or a trifluoroacetoxy group was introduced into the rings depending on the hypervalent iodine reagent employed. The use of hexafluoroisopropanol (HFIP) as solvent is critical.
Abo
Tomohito
T
Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Sawaguchi
Masanori
M
Senboku
Hisanori
H
Hara
Shoji
S
D003500:Cyclization; D004988:Ethers, Cyclic / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry / Q000494:pharmacology*; D007455:Iodine / Q000737:chemistry*; D008954:Models, Biological; D008968:Molecular Conformation
D004988:Ethers, Cyclic; D007202:Indicators and Reagents; D007455:Iodine