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Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules
This report illustrates the applications of Asymmetric Sharpless Aminohydroxylation (ASAH) in the stereoselective synthesis of vicinal amino alcohols as important intermediates in the total synthesis of complex molecules and natural products with significant biological activities. The ASHA allows th...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092437/ https://www.ncbi.nlm.nih.gov/pubmed/35559209 http://dx.doi.org/10.1039/c7ra12625e |
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author | Heravi, Majid M. Lashaki, Tahmineh Baie Fattahi, Bahareh Zadsirjan, Vahideh |
author_facet | Heravi, Majid M. Lashaki, Tahmineh Baie Fattahi, Bahareh Zadsirjan, Vahideh |
author_sort | Heravi, Majid M. |
collection | PubMed |
description | This report illustrates the applications of Asymmetric Sharpless Aminohydroxylation (ASAH) in the stereoselective synthesis of vicinal amino alcohols as important intermediates in the total synthesis of complex molecules and natural products with significant biological activities. The ASHA allows the regio- syn-selective synthesis of 1,2-amino alcohols via reaction of alkenes with salts of N-halosulfonamides, -amides and -carbamates employing osmium tetroxide (OsO(4)) as an efficient catalyst. In this reaction, chirality is induced via the addition of dihydroquinine- and dihydroquinidine as derived chiral ligands. |
format | Online Article Text |
id | pubmed-9092437 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90924372022-05-11 Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules Heravi, Majid M. Lashaki, Tahmineh Baie Fattahi, Bahareh Zadsirjan, Vahideh RSC Adv Chemistry This report illustrates the applications of Asymmetric Sharpless Aminohydroxylation (ASAH) in the stereoselective synthesis of vicinal amino alcohols as important intermediates in the total synthesis of complex molecules and natural products with significant biological activities. The ASHA allows the regio- syn-selective synthesis of 1,2-amino alcohols via reaction of alkenes with salts of N-halosulfonamides, -amides and -carbamates employing osmium tetroxide (OsO(4)) as an efficient catalyst. In this reaction, chirality is induced via the addition of dihydroquinine- and dihydroquinidine as derived chiral ligands. The Royal Society of Chemistry 2018-02-09 /pmc/articles/PMC9092437/ /pubmed/35559209 http://dx.doi.org/10.1039/c7ra12625e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Heravi, Majid M. Lashaki, Tahmineh Baie Fattahi, Bahareh Zadsirjan, Vahideh Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title | Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title_full | Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title_fullStr | Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title_full_unstemmed | Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title_short | Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
title_sort | application of asymmetric sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9092437/ https://www.ncbi.nlm.nih.gov/pubmed/35559209 http://dx.doi.org/10.1039/c7ra12625e |
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