jo300608g_si_001.pdf (2.75 MB)
A Diels–Alder-Based Total Synthesis of (−)-Kainic Acid
journal contribution
posted on 2012-06-15, 00:00 authored by Arturo Orellana, Sushil K. Pandey, Sébastien Carret, Andrew E. Greene, Jean-François PoissonAn efficient synthesis of (−)-kainic acid, through
a high-pressure-promoted
Diels–Alder cycloaddition of a vinylogous malonate derived
from 4-hydroxyproline, is described. The bicyclic adduct could be
converted into the natural product with complete stereocontrol.