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

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...

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Main Authors: Bull, S, Davies, S, Epstein, S, Ouzman, J
Format: Journal article
Language:English
Published: 1998
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author Bull, S
Davies, S
Epstein, S
Ouzman, J
author_facet Bull, S
Davies, S
Epstein, S
Ouzman, J
author_sort Bull, S
collection OXFORD
description 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.
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spelling oxford-uuid:cb20db05-9c44-46ad-81fc-6a7d534d73cd2022-03-27T07:12:35ZDeracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliaryJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:cb20db05-9c44-46ad-81fc-6a7d534d73cdEnglishSymplectic Elements at Oxford1998Bull, SDavies, SEpstein, SOuzman, JChiral 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.
spellingShingle Bull, S
Davies, S
Epstein, S
Ouzman, J
Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title_full Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title_fullStr Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title_full_unstemmed Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title_short Deracemisation of alpha-amino acids - (R)- and (S)-phenylalanine from the same enantiomer of a homochiral auxiliary
title_sort deracemisation of alpha amino acids r and s phenylalanine from the same enantiomer of a homochiral auxiliary
work_keys_str_mv AT bulls deracemisationofalphaaminoacidsrandsphenylalaninefromthesameenantiomerofahomochiralauxiliary
AT daviess deracemisationofalphaaminoacidsrandsphenylalaninefromthesameenantiomerofahomochiralauxiliary
AT epsteins deracemisationofalphaaminoacidsrandsphenylalaninefromthesameenantiomerofahomochiralauxiliary
AT ouzmanj deracemisationofalphaaminoacidsrandsphenylalaninefromthesameenantiomerofahomochiralauxiliary