Alkenyl Copper Derivatives 251: Synthesis of E or Z Enol Ethers by Carbocupration of Alkoxy-Allenes |
| |
| Authors: | A Alexakis J F Normant |
| |
| Affiliation: | Laboratoire de Chimie des Organoéléments, Université P. & M. Curie, Tour 44–45, E2, 4 Place Jussieu, Paris Cedex 05, F-75230, France |
| |
| Abstract: | Alkoxy-allenes react smoothly with organocopper and cuprate derivatives to afford almost pure E or Z substituted enol ethers according to the reaction conditions. Lithium diorganocuprate reagents in diethyl ether show the greatest E selectivity, while lithium organocopper reagents in THF are completely Z selective. The obtained alkenyl copper or cuprate derivatives may react further with various electrophiles leading to polysubstituted enol ethers of known configuration. |
| |
| Keywords: | |
|
|
