Cross metathesis of alpha-methylene lactones II: gamma- and delta-lactones.
[reaction: see text] The cross metathesis reactivities of alpha-methylene-gamma-butyrolactone and an alpha-methylene-delta-lactone have been investigated. alpha-Methylene-gamma-butyrolactone undergoes rapid and efficient olefin isomerization in the presence of second-generation metathesis catalysts. However, cross metathesis can be achieved with the additive 2,6-dichlorobenzoquinone. In contrast, the alpha-methylene-delta-lactone neither isomerizes nor couples under similar conditions.
Raju
Ravinder
R
Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269-3060, USA.
Allen
Laura J
LJ
Le
Tri
T
Taylor
Christopher D
CD
Howell
Amy R
AR