Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines

As an extension of the boron enolate-based aldol reactions, the oxazolidinone-installed bisimide 1a from 3-(trifluoromethyl)glutaric acid was employed for Mannich reactions with tosylated imines 2 as electrophiles to successfully obtain the corresponding adducts in a stereoselective manner.

Detalles Bibliográficos
Autores principales: Ishikawa, Tatsuya, Kawasaki-Takasuka, Tomoko, Kubota, Toshio, Yamazaki, Takashi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5704755/
https://www.ncbi.nlm.nih.gov/pubmed/29234474
http://dx.doi.org/10.3762/bjoc.13.244
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author Ishikawa, Tatsuya
Kawasaki-Takasuka, Tomoko
Kubota, Toshio
Yamazaki, Takashi
author_facet Ishikawa, Tatsuya
Kawasaki-Takasuka, Tomoko
Kubota, Toshio
Yamazaki, Takashi
author_sort Ishikawa, Tatsuya
collection PubMed
description As an extension of the boron enolate-based aldol reactions, the oxazolidinone-installed bisimide 1a from 3-(trifluoromethyl)glutaric acid was employed for Mannich reactions with tosylated imines 2 as electrophiles to successfully obtain the corresponding adducts in a stereoselective manner.
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spelling pubmed-57047552017-12-11 Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines Ishikawa, Tatsuya Kawasaki-Takasuka, Tomoko Kubota, Toshio Yamazaki, Takashi Beilstein J Org Chem Full Research Paper As an extension of the boron enolate-based aldol reactions, the oxazolidinone-installed bisimide 1a from 3-(trifluoromethyl)glutaric acid was employed for Mannich reactions with tosylated imines 2 as electrophiles to successfully obtain the corresponding adducts in a stereoselective manner. Beilstein-Institut 2017-11-21 /pmc/articles/PMC5704755/ /pubmed/29234474 http://dx.doi.org/10.3762/bjoc.13.244 Text en Copyright © 2017, Ishikawa et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Ishikawa, Tatsuya
Kawasaki-Takasuka, Tomoko
Kubota, Toshio
Yamazaki, Takashi
Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title_full Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title_fullStr Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title_full_unstemmed Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title_short Diastereoselective Mannich reactions of pseudo-C(2)-symmetric glutarimide with activated imines
title_sort diastereoselective mannich reactions of pseudo-c(2)-symmetric glutarimide with activated imines
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5704755/
https://www.ncbi.nlm.nih.gov/pubmed/29234474
http://dx.doi.org/10.3762/bjoc.13.244
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