STEREOSELECTIVE SYNTHESIS OF 2-AMINOETHYL SUBSTITUTED TRICYCLES WITH NMDA RECEPTOR AFFINITY

Authors
WUNSCH B DIEKMANN H HOFNER G
Citation
B. Wunsch et al., STEREOSELECTIVE SYNTHESIS OF 2-AMINOETHYL SUBSTITUTED TRICYCLES WITH NMDA RECEPTOR AFFINITY, Tetrahedron : asymmetry, 6(7), 1995, pp. 1527-1530
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
7
Year of publication
1995
Pages
1527 - 1530
Database
ISI
SICI code
0957-4166(1995)6:7<1527:SSO2ST>2.0.ZU;2-9
Abstract
In this paper the stereoselective synthesis of the novel noncompetitiv e NMDA antagonist 15 with a k(i) value of 16.1 mu M for the phencyclid ine binding site is described. Key steps in the preparation of the tri cycle 15 are the regio- and stereoselective formation of the acetal 7, an intramolecular Heck reaction (11 --> 12) and the stereoselective h ydrogenation of the double bond of 12 to give 13.