Dichloromethane as an unusual methylene equivalent. A new entry of highly nucleophilic and selective titanium-methylene complexes for ester methylenation.
[reaction: see text] The successful application of CH2Cl2-Mg-TiCl4-system mediated methylenation of various esters such as tert-butyl ester and 2,5-cyclohexadiene-1-carboxylate highlights the extraordinary reactivity, selectivity, and the nonbasic nature of this new methylene-carbenoid, which serves as a practical reagent applicable to large-scale synthesis.
Yan
Tu-Hsin
TH
Department of Chemistry, National Chung-Hsing University, Taichung 400, Taiwan, Republic of China. thyan@mail.nchu.edu.tw
Chien
Ching-Ting
CT
Tsai
Chia-Chung
CC
Lin
Kuo-Wei
KW
Wu
Yen-Hsien
YH