Regioselective Domino Metathesis of 7‐Oxanorbornenes and Its Application to the Synthesis of Biologically Active Glutamate Analogues

Abstract
A highly regioselective domino metathesis reaction of 7‐oxanorbornene was developed that employed an intramolecular association of an amide carbonyl group to a ruthenium metal centre. By using this reaction, twelve glutamate analogues inspired by dysiherbaine were efficiently synthesized over 12–14 steps; one of the analogues exhibited bioactivity consistent with central nervous system depression.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)