Synlett

Regiocontrolled Addition of Carbonyl Compounds with Allylic Indium Generated by Hydroindation of 1, 3-Dienes

N Hayashi, H Honda, I Shibata, M Yasuda, A Baba

Index: Hayashi, Naoki; Honda, Hiroyuki; Shibata, Ikuya; Yasuda, Makoto; Baba, Akio Synlett, 2008 , # 9 p. 1407 - 1411

Full Text: HTML

Citation Number: 3

Abstract

Initially, the experiment focused on the allylation of benzil (2b), which has a higher reactivity than a simple ketone due to its electron-withdrawing group. To generate HInCl 2 , the InCl 3 -Bu 3 SnH system was used. [8] After the reaction at room temperature for 14 hours, α-adduct 4ab was obtained (Table [1] , entry 1). [9] [10] As we have previously reported, [4] no α-adducts had been obtained in the reaction of simple ketones. When the reaction period was reduced from ...