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Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
dc.contributor.author | Straub, Hillary | |
dc.contributor.author | Ryabchuk, Pavel | |
dc.contributor.author | Rubina, Marina | |
dc.contributor.author | Rubin, Michael | |
dc.date.accessioned | 2023-02-14T19:45:58Z | |
dc.date.available | 2023-02-14T19:45:58Z | |
dc.date.issued | 2022-10-20 | |
dc.identifier.citation | Straub, H.; Ryabchuk, P.; Rubina, M.; Rubin, M. Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes. Molecules 2022, 27, 7069. https://doi.org/10.3390/molecules27207069 | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/33799 | |
dc.description.abstract | Enantiomerically enriched cyclopropyl ethers, amines, and cyclopropylazole derivatives possessing three stereogenic carbon atoms in a small cycle are obtained via the diastereoselective, formal nucleophilic substitution of chiral, non-racemic bromocyclopropanes. The key feature of this methodology is the utilization of the chiral center of the cyclopropene intermediate, which governs the configuration of the two adjacent stereocenters that are successively installed via 1,4-addition/epimerization sequence. | en_US |
dc.publisher | MDPI | en_US |
dc.rights | © 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license. | en_US |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | en_US |
dc.subject | Cyclopropenes | en_US |
dc.subject | Cyclopropanes | en_US |
dc.subject | Nucleophilic addition | en_US |
dc.subject | Metal-templated reactions | en_US |
dc.title | Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Straub, Hillary | |
kusw.kuauthor | Ryabchuk, Pavel | |
kusw.kuauthor | Rubina, Marina | |
kusw.kuauthor | Rubin, Michael | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.3390/molecules27207069 | en_US |
dc.identifier.orcid | https://orcid.org/0000-0003-2859-3867 | en_US |
dc.identifier.orcid | https://orcid.org/0000-0002-1668-9311 | en_US |
kusw.oaversion | Scholarly/refereed, publisher version | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.identifier.pmid | PMC9609026 | en_US |
dc.rights.accessrights | openAccess | en_US |