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...

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Main Authors: Bull, S, Davies, S, Epstein, S, Leech, M, Ouzman, J
Format: Journal article
Language:English
Published: 1998
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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.
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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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