Issue 15, 1998

A chiral relay auxiliary for the synthesis of homochiral α-amino acids

Abstract

A new chiral auxiliary (3S )-N,N ′-bis( p-methoxybenzyl)-3-isopropylpiperazine-2,5-dione 7 has been developed for the asymmetric synthesis of α-amino acids. The auxiliary 7 employs a novel chiral relay network based on non-stereogenic N-benzyl protecting groups which enhance the diastereoselectivity observed during alkylation of its C6 enolate 25.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 2321-2330

A chiral relay auxiliary for the synthesis of homochiral α-amino acids

S. D. Bull, S. G. Davies, S. W. Epstein, M. A. Leech and J. V. A. Ouzman, J. Chem. Soc., Perkin Trans. 1, 1998, 2321 DOI: 10.1039/A803124J

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