A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids
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 ob...
Main Authors: | , , , , |
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Format: | Journal article |
Language: | English |
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1998
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_version_ | 1797063099564425216 |
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author | Bull, S Davies, S Epstein, S Leech, M Ouzman, J |
author_facet | Bull, S Davies, S Epstein, S Leech, M Ouzman, J |
author_sort | Bull, S |
collection | OXFORD |
description | 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. |
first_indexed | 2024-03-06T20:54:59Z |
format | Journal article |
id | oxford-uuid:38e33efd-edb6-492e-877f-935ab6e966e1 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T20:54:59Z |
publishDate | 1998 |
record_format | dspace |
spelling | oxford-uuid:38e33efd-edb6-492e-877f-935ab6e966e12022-03-26T13:52:37ZA chiral relay auxiliary for the synthesis of homochiral alpha-amino acidsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:38e33efd-edb6-492e-877f-935ab6e966e1EnglishSymplectic Elements at Oxford1998Bull, SDavies, SEpstein, SLeech, MOuzman, JA 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. |
spellingShingle | Bull, S Davies, S Epstein, S Leech, M Ouzman, J A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title | A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title_full | A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title_fullStr | A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title_full_unstemmed | A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title_short | A chiral relay auxiliary for the synthesis of homochiral alpha-amino acids |
title_sort | chiral relay auxiliary for the synthesis of homochiral alpha amino acids |
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