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The enolate of (S)-N,N′-bis-(p-methoxybenzyl)-3-isopropylpiperazine-2,5-dione exhibits high levels of enantiodiscrimination towards racemic 2-bromo-propionate esters to afford adducts containing two new stereogenic centres which may be deprotected to afford (2R,3R)-3-methyl-aspartates or epimerised and then deprotected to afford (2R,3S)-3-methyl-aspartates as single diastereoisomers in high e.e.

Type

Journal article

Journal

Synlett

Publication Date

15/06/2001

Pages

781 - 784