D-3,4-'cyclopropylglutamate' isomers as nmda receptor ligands: Synthesis and enantioselective activity

DOI: 10.1016/S0040-4039(00)94355-7

Source and publish data:

Tetrahedron Letters p. 139 - 142 (1990)

Update date:2022-09-26

Topics:

Authors:

Pellicciari, Roberto

Natalini, Benedetto

Marinozzi, Maura

Monahan, Joseph B.

Snyder, James P.

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Article abstract of DOI:10.1016/S0040-4039(00)94355-7

Dirhodium(II) tetraacetate catalyzed decomposition of ethyl diazoacetate in the presence of D-Cbz-vinylglycine methyl ester (11) afforded a mixture of the cyclopropyl esters D-CGA A-D (13) from which the corresponding 2R-acids 7-10 were obtained and their absolute configurations assigned. The (2R,3S,4R) α-(carboxycyclopropyl)glycine (D-CGA C, 9 resulted to be the most potent and selective among the NMDA receptor ligands yet reported.

Full text of DOI:10.1016/S0040-4039(00)94355-7

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