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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Format: | Journal article |
Language: | English |
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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. |
first_indexed | 2024-03-07T04:21:22Z |
format | Journal article |
id | oxford-uuid:cb20db05-9c44-46ad-81fc-6a7d534d73cd |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T04:21:22Z |
publishDate | 1998 |
record_format | dspace |
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 |