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Diastereo- and enantioselective preparation of cyclopropanol derivatives
The diastereoselective carbocupration reaction of alkoxy-functionalized cyclopropene derivatives, followed by a subsequent trapping of the resulting cyclopropylmetal species with an electrophilic source of oxygen (oxenoid) afforded various tetrasubstituted cyclopropanol derivatives in high diastereo...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6444454/ https://www.ncbi.nlm.nih.gov/pubmed/30992723 http://dx.doi.org/10.3762/bjoc.15.71 |
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author | Simaan, Marwan Marek, Ilan |
author_facet | Simaan, Marwan Marek, Ilan |
author_sort | Simaan, Marwan |
collection | PubMed |
description | The diastereoselective carbocupration reaction of alkoxy-functionalized cyclopropene derivatives, followed by a subsequent trapping of the resulting cyclopropylmetal species with an electrophilic source of oxygen (oxenoid) afforded various tetrasubstituted cyclopropanol derivatives in high diastereo- and enantiomeric ratios. Similarly, the enantioselective copper-catalyzed carbomagnesiation/oxidation (or amination) sequence on achiral nonfunctionalized cyclopropenes provided the desired cyclopropanol (and cyclopropylamine) derivatives in excellent diastereo- and enantiomeric excesses. |
format | Online Article Text |
id | pubmed-6444454 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-64444542019-04-16 Diastereo- and enantioselective preparation of cyclopropanol derivatives Simaan, Marwan Marek, Ilan Beilstein J Org Chem Full Research Paper The diastereoselective carbocupration reaction of alkoxy-functionalized cyclopropene derivatives, followed by a subsequent trapping of the resulting cyclopropylmetal species with an electrophilic source of oxygen (oxenoid) afforded various tetrasubstituted cyclopropanol derivatives in high diastereo- and enantiomeric ratios. Similarly, the enantioselective copper-catalyzed carbomagnesiation/oxidation (or amination) sequence on achiral nonfunctionalized cyclopropenes provided the desired cyclopropanol (and cyclopropylamine) derivatives in excellent diastereo- and enantiomeric excesses. Beilstein-Institut 2019-03-21 /pmc/articles/PMC6444454/ /pubmed/30992723 http://dx.doi.org/10.3762/bjoc.15.71 Text en Copyright © 2019, Simaan and Marek 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). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. 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 Simaan, Marwan Marek, Ilan Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title | Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title_full | Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title_fullStr | Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title_full_unstemmed | Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title_short | Diastereo- and enantioselective preparation of cyclopropanol derivatives |
title_sort | diastereo- and enantioselective preparation of cyclopropanol derivatives |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6444454/ https://www.ncbi.nlm.nih.gov/pubmed/30992723 http://dx.doi.org/10.3762/bjoc.15.71 |
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