Cobalt-mediated alkylation of (4R) and (4S)-3-acetoacetyl-4-benzyloxazolidin-2-ones. Preparation of enantiopure diphenylmethyl-, 9-fluorenyl-, and (1-adamantyl)glycines

Nicanor Gálvez, Marcial Moreno-Mañas, Adelina Vallribera, Elies Molins, Araceli Cabrero

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16 Citations (Scopus)

Abstract

The Co(II) complexes of (4R) and (4S)-3-acetoacetyl-4-benzyloxazolidin-2-ones are alkylated diastereoselectively with diphenylmethyl, 9-fluorenyl, and 1-adamantyl bromide. The resulting products are converted into enantiopure α-substituted glycines. Similar results are obtained by alkylation of the free acetoacetyloxazolidinones under Co(II)-catalysis.
Original languageEnglish
Pages (from-to)6197-6200
JournalTetrahedron Letters
Volume37
Issue number34
DOIs
Publication statusPublished - 19 Aug 1996

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