dc.contributor.author | Moriwaki, Hiroki | |
dc.contributor.author | Resch, Daniel | |
dc.contributor.author | Li, Hengguang | |
dc.contributor.author | Ojima, Iwao | |
dc.contributor.author | Takeda, Ryosuke | |
dc.contributor.author | Aceña Bonilla, José Luis | |
dc.contributor.author | Soloshonok, Vadym Anatolievch | |
dc.date.accessioned | 2016-02-18T15:03:25Z | |
dc.date.available | 2016-02-18T15:03:25Z | |
dc.date.issued | 2014-02-19 | |
dc.identifier.citation | Beilstein Journal of Organic Chemistry 10 : 442-448 (2014) | es |
dc.identifier.issn | 1860-5397 | |
dc.identifier.uri | http://hdl.handle.net/10810/17388 | |
dc.description.abstract | A family of chiral ligands derived from alpha-phenylethylamine and 2-aminobenzophenone were prepared by alkylation of the nitrogen atom. Upon reaction with glycine and a Ni(II) salt, these ligands were transformed into diastereomeric complexes, as a result of the configurational stability of the stereogenic nitrogen atom. Different diastereomeric ratios were observed depending on the substituent R introduced in the starting ligand, and stereochemical assignments were based on X-ray analysis, along with NMR studies and optical rotation measurements. | es |
dc.description.sponsorship | We thank IKERBASQUE, Basque Foundation for Science; the Basque Government (SAIOTEK S-PE12UN044), Spanish Ministry of Science and Innovation (CTQ2010-19974) and Hamari Chemicals (Osaka, Japan) for generous financial support. The Stony Brook University single-crystal diffractometer was obtained through the support of the National Science Foundation (NSF) grant CHE-0840483. JLA and VAS are very grateful to Professor Dieter Seebach (ETH-Zurich) for fruitful and inspirational discussions. | es |
dc.language.iso | eng | es |
dc.publisher | Beilstein Institut | es |
dc.rights | info:eu-repo/semantics/openAccess | es |
dc.subject | amino acids; ; ; ; stereogenic nitrogen | es |
dc.subject | asymmetric synthesis | es |
dc.subject | Ni(II) complexes | es |
dc.subject | Schiff bases | es |
dc.subject | stereogenic nitrogen | es |
dc.subject | alpha-amino-acids | es |
dc.subject | michael-addition-reactions | es |
dc.subject | substituted pyroglutamic acids | es |
dc.subject | efficient asymmetric-synthesis | es |
dc.subject | phase-transfer catalysts | es |
dc.subject | virtually complete control | es |
dc.subject | alkyl alhide alkylations | es |
dc.subject | large-scale synthesis | es |
dc.subject | nucleophilic glycine | es |
dc.subject | aldol reactions | es |
dc.title | Synthesis and stereochemical assignments of diastereomeric Ni(II) complexes of glycine Schiff base with (R)-2-(N-{2-[N-alkyl-N-(1-phenylethyl)-amino]acetyl}amino) benzophenone; a case of configurationally stable stereogenic nitrogen | es |
dc.type | info:eu-repo/semantics/article | es |
dc.rights.holder | 2014 Moriwaki et al; licensee Beilstein-Institut.
This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), 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: (http://www.beilstein-journals.org/bjoc) | es |
dc.relation.publisherversion | http://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-10-41 | es |
dc.identifier.doi | 10.3762/bjoc.10.41 | |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |
dc.subject.categoria | CHEMISTRY, ORGANIC | |