Stereoselective Synthesis of (1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic AcidviaC–H Insertion of Alkylidenecarbene
Authors:
- Susumu OhiraSOSusumu Ohira
- Megumi AkiyamaMAMegumi Akiyama
- Kumiko KamiharaKKKumiko Kamihara
- Yuichi IsodaYIYuichi Isoda
- Atsuhito KubokiAKAtsuhito Kuboki
- 1 January 2002
- journal article
- Published by Oxford University Press (OUP) in Bioscience, Biotechnology, and Biochemistry
- Vol. 66 (4) , 887-891
Abstract
(1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid (ACPD), a potent agonist of metabotropic glutamate receptors, was synthesized from L-serine. The chiral quaternary center was constructed by C-H insertion of the alkylidenecarbene, this being generated by the reaction between lithiotrimethylsilyldiazomethane and the corresponding ketone.Keywords
This publication has 1 reference indexed in Scilit:
- Comparison of (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid (1S,3R-ACPD)- and 1R,3S-ACPD-stimulated brain phosphoinositide hydrolysisEuropean Journal of Pharmacology: Molecular Pharmacology, 1991