190260-94-7Relevant academic research and scientific papers
New chiral alanine template with a 1,2,3,6-tetrahydro-2-pyrazinone structure for the asymmetric synthesis of α-methyl α-amino acids
Abellan, Tomas,Najera, Carmen,Sansano, Jose M.
, p. 2211 - 2214 (1998)
(R)-6-Isopropyl-5-phenyl- 1,2,3,6-tetrahydro-2-pyrazinone, prepared from (R)-valine and (S)-alanine, reacts With activated alkyl halides and electrophilic olefins under solid-liquid PTC conditions: with K2CO3 as base, at room temperature and with high diastereoselectivity (>94%). The palladium-catalyzed allylation reaction of this alanine derivative under neutral conditions at room temperature also takes place with a de>96%. Final hydrolysis of alkylated pyrazinones affords enantiomerically pure α-methyl α-amino acids.
