Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives

Chiral 3-azetidinones are structural analogues of medicinally relevant β-lactams, however their synthesis and reactivity are underexplored. Here, the authors show a highly enantioselective copper-catalyzed [3 + 1]-cycloaddition generating 2-azetidines, which react with nucleophiles yielding amino ac...

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Autores principales:	Kostiantyn O. Marichev, Kuiyong Dong, Lynée A. Massey, Yongming Deng, Luca De Angelis, Kan Wang, Hadi Arman, Michael P. Doyle
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2019
Materias:	Science Q
Acceso en línea:	https://doaj.org/article/2224efd87e00455cbf9a7b670366ac96
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spelling	oai:doaj.org-article:2224efd87e00455cbf9a7b670366ac962021-12-02T15:35:32ZChiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives10.1038/s41467-019-13326-82041-1723https://doaj.org/article/2224efd87e00455cbf9a7b670366ac962019-11-01T00:00:00Zhttps://doi.org/10.1038/s41467-019-13326-8https://doaj.org/toc/2041-1723Chiral 3-azetidinones are structural analogues of medicinally relevant β-lactams, however their synthesis and reactivity are underexplored. Here, the authors show a highly enantioselective copper-catalyzed [3 + 1]-cycloaddition generating 2-azetidines, which react with nucleophiles yielding amino acids via 3-azetidinones.Kostiantyn O. MarichevKuiyong DongLynée A. MasseyYongming DengLuca De AngelisKan WangHadi ArmanMichael P. DoyleNature PortfolioarticleScienceQENNature Communications, Vol 10, Iss 1, Pp 1-10 (2019)
institution	DOAJ
collection	DOAJ
language	EN
topic	Science Q
spellingShingle	Science Q Kostiantyn O. Marichev Kuiyong Dong Lynée A. Massey Yongming Deng Luca De Angelis Kan Wang Hadi Arman Michael P. Doyle Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
description	Chiral 3-azetidinones are structural analogues of medicinally relevant β-lactams, however their synthesis and reactivity are underexplored. Here, the authors show a highly enantioselective copper-catalyzed [3 + 1]-cycloaddition generating 2-azetidines, which react with nucleophiles yielding amino acids via 3-azetidinones.
format	article
author	Kostiantyn O. Marichev Kuiyong Dong Lynée A. Massey Yongming Deng Luca De Angelis Kan Wang Hadi Arman Michael P. Doyle
author_facet	Kostiantyn O. Marichev Kuiyong Dong Lynée A. Massey Yongming Deng Luca De Angelis Kan Wang Hadi Arman Michael P. Doyle
author_sort	Kostiantyn O. Marichev
title	Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
title_short	Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
title_full	Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
title_fullStr	Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
title_full_unstemmed	Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
title_sort	chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives
publisher	Nature Portfolio
publishDate	2019
url	https://doaj.org/article/2224efd87e00455cbf9a7b670366ac96
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Chiral donor–acceptor azetines as powerful reactants for synthesis of amino acid derivatives

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