Cargando…

Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis

Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N (2) ,N (2) ,N (3) ,N (3)‐tetramethyl‐2,3‐butanediamine containing nitrogen ((14)N/(15)N) isotope chirality was synthesiz...

Descripción completa

Detalles Bibliográficos
Autores principales: Matsumoto, Arimasa, Ozaki, Hanae, Harada, Shunya, Tada, Kyohei, Ayugase, Tomohiro, Ozawa, Hitomi, Kawasaki, Tsuneomi, Soai, Kenso
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5132014/
https://www.ncbi.nlm.nih.gov/pubmed/27754589
http://dx.doi.org/10.1002/anie.201608955
_version_ 1782470985079848960
author Matsumoto, Arimasa
Ozaki, Hanae
Harada, Shunya
Tada, Kyohei
Ayugase, Tomohiro
Ozawa, Hitomi
Kawasaki, Tsuneomi
Soai, Kenso
author_facet Matsumoto, Arimasa
Ozaki, Hanae
Harada, Shunya
Tada, Kyohei
Ayugase, Tomohiro
Ozawa, Hitomi
Kawasaki, Tsuneomi
Soai, Kenso
author_sort Matsumoto, Arimasa
collection PubMed
description Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N (2) ,N (2) ,N (3) ,N (3)‐tetramethyl‐2,3‐butanediamine containing nitrogen ((14)N/(15)N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetric autocatalysis.
format Online
Article
Text
id pubmed-5132014
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-51320142016-12-02 Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis Matsumoto, Arimasa Ozaki, Hanae Harada, Shunya Tada, Kyohei Ayugase, Tomohiro Ozawa, Hitomi Kawasaki, Tsuneomi Soai, Kenso Angew Chem Int Ed Engl Communications Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N (2) ,N (2) ,N (3) ,N (3)‐tetramethyl‐2,3‐butanediamine containing nitrogen ((14)N/(15)N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetric autocatalysis. John Wiley and Sons Inc. 2016-10-18 2016-12-05 /pmc/articles/PMC5132014/ /pubmed/27754589 http://dx.doi.org/10.1002/anie.201608955 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Matsumoto, Arimasa
Ozaki, Hanae
Harada, Shunya
Tada, Kyohei
Ayugase, Tomohiro
Ozawa, Hitomi
Kawasaki, Tsuneomi
Soai, Kenso
Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title_full Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title_fullStr Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title_full_unstemmed Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title_short Asymmetric Induction by a Nitrogen (14)N/(15)N Isotopomer in Conjunction with Asymmetric Autocatalysis
title_sort asymmetric induction by a nitrogen (14)n/(15)n isotopomer in conjunction with asymmetric autocatalysis
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5132014/
https://www.ncbi.nlm.nih.gov/pubmed/27754589
http://dx.doi.org/10.1002/anie.201608955
work_keys_str_mv AT matsumotoarimasa asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT ozakihanae asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT haradashunya asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT tadakyohei asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT ayugasetomohiro asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT ozawahitomi asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT kawasakitsuneomi asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis
AT soaikenso asymmetricinductionbyanitrogen14n15nisotopomerinconjunctionwithasymmetricautocatalysis