Javier Carreras , Alberto Avenoza, Jesús H. Busto, and Jesús M. Peregrina
A modulation of the regioselectivity in the ring-opening metathesis−cross metathesis (ROCM) process, originated by the electronic features of the acyclic olefin, is described. Electron-poor and electron-rich olefins showed opposing behavior giving different regioisomers. The reaction opens the way to the synthesis of interesting proline analogues incorporating a quaternary stereocenter.
J. Org. Chem. 2009, 74, 1736; doi: 10.1021/jo802399k