cheminform abstract: asymmetric synthesis of substituted prolines by 1,3-dipolar cycloadditions of...

2002 amino acids, peptides amino acids, peptides U 0400 13 - 191 Asymmetric Synthesis of Substituted Prolines by 1,3-Dipolar Cycloadditions of Azomethine Ylides from Chiral 6-Isopropyl-5- phenylmorpholin-2-ones. — Oxazine derivatives (II) and (XI) derived from alanine and glycine, resp., are used as auxiliaries in the title reactions. The cycloadducts, obtained with a high stereocontrol and mainly as endo isomers, are suitable precursors of highly substituted prolines. — (CHINCHILLA, RAFAEL; FALVELLO, LARRY R.; GALINDO, NURIA; NAJERA, CARMEN; Eur. J. Org. Chem. (2001) 16, 3133-3140; Dep. Quim. Org., Fac. Cienc., Univ. Alicante, E-03080 Alicante, Spain; EN) 1

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Page 1: ChemInform Abstract: Asymmetric Synthesis of Substituted Prolines by 1,3-Dipolar Cycloadditions of Azomethine Ylides from Chiral 6-Isopropyl-5-phenylmorpholin-2-ones

2002 amino acids, peptides

amino acids, peptidesU 0400

13 - 191Asymmetric Synthesis of Substituted Prolines by 1,3-DipolarCycloadditions of Azomethine Ylides from Chiral 6-Isopropyl-5-phenylmorpholin-2-ones. — Oxazine derivatives (II) and (XI) derivedfrom alanine and glycine, resp., are used as auxiliaries in the title reactions. Thecycloadducts, obtained with a high stereocontrol and mainly as endo isomers,are suitable precursors of highly substituted prolines. — (CHINCHILLA,RAFAEL; FALVELLO, LARRY R.; GALINDO, NURIA; NAJERA, CARMEN;Eur. J. Org. Chem. (2001) 16, 3133-3140; Dep. Quim. Org., Fac. Cienc., Univ.Alicante, E-03080 Alicante, Spain; EN)

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