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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.

Original publication

DOI

10.1039/a803124j

Type

Journal article

Journal

Journal of the Chemical Society - Perkin Transactions 1

Publication Date

07/08/1998

Pages

2321 - 2330