Chatani Naoto, Oshita Masayuki, Tobisu Mamoru, Ishii Yutaka, Murai Shinji
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
J Am Chem Soc. 2003 Jul 2;125(26):7812-3. doi: 10.1021/ja035014u.
A GaCl3-catalyzed reaction of alpha,beta-unsaturated ketones with isocyanides leading to the formation of unsaturated lactone derivatives is described. This is the first example of the catalytic [4+1] cycloaddition of alpha,beta-unsaturated ketones and isocyanides. GaCl3 is an excellent catalyst due to its lower oxophilicity, which is desirable for all of the key steps, such as E/Z isomerization, cyclization, and deattachment from the products.
描述了一种由三氯化镓催化的α,β-不饱和酮与异腈反应生成不饱和内酯衍生物的反应。这是α,β-不饱和酮与异腈催化[4+1]环加成反应的首个实例。三氯化镓是一种优异的催化剂，因其亲氧性较低，这对于诸如E/Z异构化、环化以及从产物上脱离等所有关键步骤而言都是有利的。
