Title of article :
[2+1] Cycloaddition reaction of bis(iodozincio)methane with 1,2-diketones: face-to-face complex of bis(iodozincio)methane and 1,2-diketones as a reaction intermediate
Author/Authors :
Seijiro Matsubara، نويسنده , , Katsumi Ukai، نويسنده , , Hideo Fushimi، نويسنده , , Yutaka Yokota، نويسنده , , Hideaki Yoshino، نويسنده , , Koichiro Oshima، نويسنده , , Kiyoyuki Omoto، نويسنده , , Atsushi Ogawa، نويسنده , , Yasunori Hioki، نويسنده , , Hiroshi Fujimoto and Yoichi Hori، نويسنده ,
Abstract :
A reaction of 1,2-diketone with bis(iodozincio)methane gave a cyclopropanediol derivative via [2+1] cycloaddition. The reaction proceeded via a sequential nucleophilic attack of the dizinc reagent to a couple of carbonyl group in the substrate. The reaction proceeded with high diastereoselectivity to give cis-isomer. Detailed mechanistic studies have been examined by ab initio calculation.
Keywords :
zinc , 2 , Cyclopropanation , diketone , dimetal , Ab initio
