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Stereocontrolled synthesis of a potent agonist of group II metabotropic glutamate receptors, (+)-LY354740, and its related derivatives

✍ Scribed by Yasufumi Ohfune; Takashi Demura; Seiji Iwama; Hiromi Matsuda; Kosuke Namba; Keiko Shimamoto; Tetsuro Shinada

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 258 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01316-9

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✦ Synopsis

Efficient synthesis of (+)-2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (LY354740: 1) and its structurally related analogs (-)-2 and (-)-3 has been accomplished starting with (1S,2R)-1-amino-2-hydroxycyclopentane-or cyclohexanecarboxylic acid (4 or 17 ) via an intramolecular cyclopropanation of a-diazo acetamide.

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