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Aziridine 2-carboxylate ester mediated asymmetric synthesis of α-alkyl β-amino acids

✍ Scribed by Franklin A. Davis; G.Venkat Reddy; Chang-Hsing Liang

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 212 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01095-2

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✦ Synopsis

The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAIH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of a-methyl I~-amino acids from N-sulfinylaziridine 2-carboxylate esters.

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