Synthesis of Thiochromans Based on Indirect Cation Pool Method
作者:Seiji Suga、Kouichi Matsumoto、Koji Ueoka、Shunsuke Fujie、Jun-ichi Yoshida
DOI:10.3987/com-08-s(n)64
日期:——
Direct and indirect electrochemical generation of alkoxycarbenium ion pools from thioacetals
作者:Kouichi Matsumoto、Koji Ueoka、Shinkiti Suzuki、Seiji Suga、Jun-ichi Yoshida
DOI:10.1016/j.tet.2009.09.020
日期:2009.12
Thioacetals were found to be effective precursors to generate and accumulate alkoxycarbeniumions based on direct and indirect cation pool methods. Alkoxycarbeniumions thus generated reacted with carbonnucleophiles such as allylsilanes and enol silyl ethers to give C–C bond formation products in good yields.
electrochemical reactor that accomplishes electrolysis within a few seconds was developed, enabling flash generation of short-lived carbocations and trapping reaction with nucleophiles before they decompose. The present methodology was applied to highly reactive oxocarbenium ions, N-acyliminium ions, glycosyl cations, and the Ferrier cations. Moreover, continuous and flash synthesis of a pharmaceutical