Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes

Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes

© 2014 Elsevier Ltd. All rights reserved. Catalytic asymmetric Diels-Alder reactions of N-allenoyloxazolidinones were investigated. Various chiral metal-bis(oxazoline) and metal-pyridinebis(oxazoline) complexes were screened. Cu(SbF6)2(H2O)2(t-BuBox) was found to be the most effective catalyst, givi...

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Main Author: Torsak Luanphaisarnnont
Other Authors: Mahidol University
Format: Article
Published: 2018
Subjects:
Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/33201
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spelling th-mahidol.332012018-11-09T10:09:33Z Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes Torsak Luanphaisarnnont Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics © 2014 Elsevier Ltd. All rights reserved. Catalytic asymmetric Diels-Alder reactions of N-allenoyloxazolidinones were investigated. Various chiral metal-bis(oxazoline) and metal-pyridinebis(oxazoline) complexes were screened. Cu(SbF6)2(H2O)2(t-BuBox) was found to be the most effective catalyst, giving the product in high yield, enantioselectivity, and endo:exo selectivity. The relative reactivity between N-allenoyloxazolidinones and N-alkenoyloxazolidinones was also investigated. A model for stereoinduction was proposed to account for the enantioselectivity and endo:exo selectivity. 2018-11-09T01:49:33Z 2018-11-09T01:49:33Z 2014-12-10 Article Tetrahedron Letters. Vol.55, No.50 (2014), 6803-6807 10.1016/j.tetlet.2014.10.051 18733581 00404039 2-s2.0-84910678550 https://repository.li.mahidol.ac.th/handle/123456789/33201 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84910678550&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Torsak Luanphaisarnnont
Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
description © 2014 Elsevier Ltd. All rights reserved. Catalytic asymmetric Diels-Alder reactions of N-allenoyloxazolidinones were investigated. Various chiral metal-bis(oxazoline) and metal-pyridinebis(oxazoline) complexes were screened. Cu(SbF6)2(H2O)2(t-BuBox) was found to be the most effective catalyst, giving the product in high yield, enantioselectivity, and endo:exo selectivity. The relative reactivity between N-allenoyloxazolidinones and N-alkenoyloxazolidinones was also investigated. A model for stereoinduction was proposed to account for the enantioselectivity and endo:exo selectivity.
author2 Mahidol University
author_facet Mahidol University
Torsak Luanphaisarnnont
format Article
author Torsak Luanphaisarnnont
author_sort Torsak Luanphaisarnnont
title Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
title_short Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
title_full Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
title_fullStr Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
title_full_unstemmed Asymmetric Diels-Alder reactions of N-allenoyloxazolidinones catalyzed by Cu(II)-bis(oxazoline) complexes
title_sort asymmetric diels-alder reactions of n-allenoyloxazolidinones catalyzed by cu(ii)-bis(oxazoline) complexes
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/33201
_version_ 1763492808019148800

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