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2005
Amino acids
U 0400
Hetero-Diels—Alder and Pyroglutamate Approaches to (2S,4R)-2-MethylamiAcid. — The protected title acid (VI), a fragment
09- 194 no-5-hydroxy-4-methylpentanoic
of cyclomarin A, and its diastereomer (VII) are prepared. Additionally, the first example of a diastereoselective intramolecular hetero-Diels—Alder reaction of a 2-cyano-1-azadiene with an electron-deficient dienophile is reported. Unfortunately, it provides
the fused pyridine derivative (X) in low yields and subsequent conversion into the title
acid is problematic. — (TARVER, J. E. J.; TERRANOVA, K. M.; JOULLIE*, M. M.;
Tetrahedron 60 (2004) 45, 10277-10284; Dep. Chem., Univ. Pa., Philadelphia,
PA 19104, USA; Eng.) — Jannicke
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