Zinc-mediated ring-expansion and chain-extension reactions of beta-keto esters.
[Chemical reaction: see text] The reaction of cyclic beta-keto esters with CF3CO2ZnCH2I provided the corresponding ring-expanded products in moderate to good yields. Although alpha-substituted acyclic beta-keto esters reacted with much less efficient, chain-extension reaction of simple beta-keto esters also proceeded effectively to generate gamma-keto esters in high yields.
Xue
Song
S
Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China. xuesong@ustc.edu.cn
Liu
Yong-Kang
YK
Li
Le-Zhen
LZ
Guo
Qing-Xiang
QX
D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D015032:Zinc
D004952:Esters; D007202:Indicators and Reagents; D007659:Ketones; D015032:Zinc