Research progress in dynamic kinetic resolution of azlactone

With the rapid development of research and demand for chiral compounds, the synthesis of important small molecule compounds such as optically active amino acids has attracted more and more attention. In the presence of nucleophiles, azlactones with nitrogen-containing heterocyclic structures can und...

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Autores principales: HUANG Renfu, LIU Qingwen, LIN Jingrong, CHENG Tanyu
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ZH
Publicado: Academic Journals Center of Shanghai Normal University 2021
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Acceso en línea:https://doaj.org/article/c5e4941fc94c41838cdecfe20540e5c6
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spelling oai:doaj.org-article:c5e4941fc94c41838cdecfe20540e5c62021-11-12T03:34:00ZResearch progress in dynamic kinetic resolution of azlactone1000-513710.3969/J.ISSN.1000-5137.2021.05.015https://doaj.org/article/c5e4941fc94c41838cdecfe20540e5c62021-10-01T00:00:00Zhttp://qktg.shnu.edu.cn/zrb/shsfqkszrb/ch/reader/view_abstract.aspx?file_no=20210515https://doaj.org/toc/1000-5137With the rapid development of research and demand for chiral compounds, the synthesis of important small molecule compounds such as optically active amino acids has attracted more and more attention. In the presence of nucleophiles, azlactones with nitrogen-containing heterocyclic structures can undergo ring-opening reactions such as hydrolysis, alcoholysis, thiolysis, and amination to obtain a series of chiral amino acids and their derivatives. Besides, the hydrogen atom at the position of the 4-carbon (C-4) is acidic and can undergo enol interconversion under certain conditions to make racemization easy. Therefore, azlactones are ideal substrates for dynamic kinetic resolution(DKR) reactions. This review describes the recent research progress in preparation of chiral amino acids and their derivatives by DKR of azlactone.HUANG RenfuLIU QingwenLIN JingrongCHENG TanyuAcademic Journals Center of Shanghai Normal Universityarticleazlactonesdynamic kinetic resolution(dkr)chiral amino acidScience (General)Q1-390ENZHJournal of Shanghai Normal University (Natural Sciences), Vol 50, Iss 5, Pp 636-643 (2021)
institution DOAJ
collection DOAJ
language EN
ZH
topic azlactones
dynamic kinetic resolution(dkr)
chiral amino acid
Science (General)
Q1-390
spellingShingle azlactones
dynamic kinetic resolution(dkr)
chiral amino acid
Science (General)
Q1-390
HUANG Renfu
LIU Qingwen
LIN Jingrong
CHENG Tanyu
Research progress in dynamic kinetic resolution of azlactone
description With the rapid development of research and demand for chiral compounds, the synthesis of important small molecule compounds such as optically active amino acids has attracted more and more attention. In the presence of nucleophiles, azlactones with nitrogen-containing heterocyclic structures can undergo ring-opening reactions such as hydrolysis, alcoholysis, thiolysis, and amination to obtain a series of chiral amino acids and their derivatives. Besides, the hydrogen atom at the position of the 4-carbon (C-4) is acidic and can undergo enol interconversion under certain conditions to make racemization easy. Therefore, azlactones are ideal substrates for dynamic kinetic resolution(DKR) reactions. This review describes the recent research progress in preparation of chiral amino acids and their derivatives by DKR of azlactone.
format article
author HUANG Renfu
LIU Qingwen
LIN Jingrong
CHENG Tanyu
author_facet HUANG Renfu
LIU Qingwen
LIN Jingrong
CHENG Tanyu
author_sort HUANG Renfu
title Research progress in dynamic kinetic resolution of azlactone
title_short Research progress in dynamic kinetic resolution of azlactone
title_full Research progress in dynamic kinetic resolution of azlactone
title_fullStr Research progress in dynamic kinetic resolution of azlactone
title_full_unstemmed Research progress in dynamic kinetic resolution of azlactone
title_sort research progress in dynamic kinetic resolution of azlactone
publisher Academic Journals Center of Shanghai Normal University
publishDate 2021
url https://doaj.org/article/c5e4941fc94c41838cdecfe20540e5c6
work_keys_str_mv AT huangrenfu researchprogressindynamickineticresolutionofazlactone
AT liuqingwen researchprogressindynamickineticresolutionofazlactone
AT linjingrong researchprogressindynamickineticresolutionofazlactone
AT chengtanyu researchprogressindynamickineticresolutionofazlactone
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