Intramolecular substitution reaction of lithium alkylidene carbenoids. Regioselective synthesis of indenes

…, K Miura, M Kitamura, K Narasaka, K Ando

文献索引：Yanagisawa, Hideyuki; Miura, Kasei; Kitamura, Mitsuru; Narasaka, Koichi; Ando, Kaori Bulletin of the Chemical Society of Japan, 2003 , vol. 76, # 10 p. 2009 - 2026

全文：HTML全文

被引用次数: 17

摘要

When 4, 4-dibromo-3-alkenols are treated with butyllithium, an intramolecular substitution reaction with alkoxide moiety occurs at the lithium alkylidene carbenoid center to give dihydrofurans. The reaction mechanism of this intramolecular substitution reaction is studied by B3LYP density functional calculations with the 6-31+ G (d) basis set, and the substitution is found to proceed in a concerted manner. This substitution reaction is applied to the ...