Regio- and Diastereoselective Michael Additions by Unsymmetrical Allylic Anions Upon Ethyl Propiolate |
| |
| Authors: | Ailing Hong Jonathan M. Friedman |
| |
| Affiliation: | Department of Chemistry , University of Houston , Houston, TX, 77204-5641, USA |
| |
| Abstract: | A convenient and efficient procedure for regio- and diastereoselective addition of prenyl and geranyl anions to ethyl propiolate is reported. This 1,4-addition reaction produces exclusively the trans isomer at the double bond deriving from the triple bond of ethyl propiolate without rearrangement of the starting primary, allylic carbanion nucleophile. |
| |
| Keywords: | Amides Ketones Ketoximes Beckmann type rearrangement Microwave irradiation P2O5/SiO2 |
|
|
