|Budget Amount *help
¥3,200,000 (Direct Cost : ¥3,200,000)
Fiscal Year 2000 : ¥500,000 (Direct Cost : ¥500,000)
Fiscal Year 1999 : ¥600,000 (Direct Cost : ¥600,000)
Fiscal Year 1998 : ¥2,100,000 (Direct Cost : ¥2,100,000)
Based on the high reactivity of organo-hypervalent iodine compounds for functional group conversion, the target of the present study is that the preparation of novel chiral trivalent iodine compounds ; type A : bearing a chiral alkoxy ligand on the iodine atom, type B : axial chirality on the iodine atom, and their synthetic use for the chiral oxidation of substrates.
At the first year, the preparation of novel iodoarenes bearing a chiral center of alkoxy group at the ο-position, and the conversion to the corresponding cyclic trivalent iodine form (type A) were carried out, and the reactivity for the oxidation of sulfides were studied. At the second year, the preparation of organo-trivalent iodine compounds bearing an axial chiral center at the iodine atom (type B) were carried out. All these new compounds were characterized by ^1H-NMR, ^<13>C-NMR, and finally X-ray crystal analysis of the compounds. At the last year, the preparation of chiral trivalent iodine compounds bearing an alkoxy ligand (type A) was established via the oxidation of the chiral iodoarenes, and the chiral oxidation of sulfides was carried out to give the corresponding sulfoxides in good yields with moderate e. e. Actually, the present results are not enough for the practical use of chiral oxidation with the present chiral organo-trivalent iodine compounds. However, it is useful results for the design of good chiral organo-hypervalent iodine compounds for oxidation.