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DOI: 10.1039/A803124J (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1998, 2321-2330

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

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Steven D. Bull, Stephen G. Davies, Simon W. Epstein, Michael A. Leech and Jacqueline V. A. Ouzman

Abstract

A new chiral auxiliary (3S[hair space])-N,N[hair space]′-bis([hair space]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.

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