E. Krebs
Jun 10, 1981
Citations
0
Influential Citations
39
Citations
Journal
Helvetica Chimica Acta
Abstract
Deprotonation of ethyl (E)-2-alkenoates 1, 3 and 4 yields after protonation the double bond migrated (3 Z)-isomers 5, 7 and 9 as major products. In contrast, deprotonation and reprotonation of ethyl (Z)-2-pentenoate (2) gives the (3 E)-isomer 6 exclusively. These findings are explained by reaction paths starting from different ester conformations.