Regioselective Domino Metathesis of 7-Oxanorbornenes and Its Application to the Synthesis of Biologically Active Glutamate Analogues.
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.
Ikoma
Minoru
M
Graduate School of Life Sciences, Tohoku University, Aoba-ku, Sendai 981-8555, Japan, , E-mail: mao@bios.tohoku.ac.jp.
Oikawa
Masato
M
Gill
Martin B
MB
Swanson
Geoffrey T
GT
Sakai
Ryuichi
R
Shimamoto
Keiko
K
Sasaki
Makoto
M