Asymmetric synthesis of α-amino acids via cationic aza-cope rearrangements
1993; Elsevier BV; Volume: 49; Issue: 33 Linguagem: Inglês
10.1016/s0040-4020(01)87201-x
ISSN1464-5416
AutoresClaude Agami, François Couty, Jing Lin, Axelle Mikaeloff, Michel Poursoulis,
Tópico(s)Chemical Synthesis and Analysis
ResumoEne-iminium intermediates resulting from reaction between glyoxal and β-amino alcohols rearrange by an aza-Cope process. Three different tandem reactions are thus carried out; their first component is this cationic rearrangement, the second step being either an iminium hydrolysis, a nucleophile-induced ene-iminium cyclization or a Mannich reaction. The last two sequences lead to homochiral proline derivatives.
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