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Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary

Abstract:
Chiral auxiliary (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropylpiperazine- 2,5-dione 1 was employed for the synthesis of both enantiomers of phenylalanine using a regioselective deprotonation/stereoselective reprotonation strategy. Modification of this approach enables the efficient deracemisation of (±)-phenylalanine.
Publication status:
Published

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
9
Issue:
16
Pages:
2795-2798
Publication date:
1998-08-21
DOI:
ISSN:
0957-4166
URN:
uuid:cb20db05-9c44-46ad-81fc-6a7d534d73cd
Source identifiers:
110625
Local pid:
pubs:110625
Language:
English

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