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Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides
We report the synthesis of bipyridyl ligands and these ligands were applied in the chromium-catalyzed enantioselective Nozaki–Hiyama–Kishi allylation of substituted (2-ethoxycarbonyl)benzaldehydes and subsequently lactonized to synthesize phthalides with an optimal enantioselectivity of 99%. This ap...
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/PMC9091628/ https://www.ncbi.nlm.nih.gov/pubmed/35559290 http://dx.doi.org/10.1039/c8ra09575b |
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author | Kumbhar, Sharad V. Chen, Chinpiao |
author_facet | Kumbhar, Sharad V. Chen, Chinpiao |
author_sort | Kumbhar, Sharad V. |
collection | PubMed |
description | We report the synthesis of bipyridyl ligands and these ligands were applied in the chromium-catalyzed enantioselective Nozaki–Hiyama–Kishi allylation of substituted (2-ethoxycarbonyl)benzaldehydes and subsequently lactonized to synthesize phthalides with an optimal enantioselectivity of 99%. This approach was applied to synthesize (S)-cytosporone E at a 71% yield in three steps. |
format | Online Article Text |
id | pubmed-9091628 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90916282022-05-11 Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides Kumbhar, Sharad V. Chen, Chinpiao RSC Adv Chemistry We report the synthesis of bipyridyl ligands and these ligands were applied in the chromium-catalyzed enantioselective Nozaki–Hiyama–Kishi allylation of substituted (2-ethoxycarbonyl)benzaldehydes and subsequently lactonized to synthesize phthalides with an optimal enantioselectivity of 99%. This approach was applied to synthesize (S)-cytosporone E at a 71% yield in three steps. The Royal Society of Chemistry 2018-12-12 /pmc/articles/PMC9091628/ /pubmed/35559290 http://dx.doi.org/10.1039/c8ra09575b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Kumbhar, Sharad V. Chen, Chinpiao Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title | Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title_full | Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title_fullStr | Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title_full_unstemmed | Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title_short | Enantioselective Nozaki–Hiyama–Kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
title_sort | enantioselective nozaki–hiyama–kishi allylation-lactonization for the syntheses of 3-substituted phthalides |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091628/ https://www.ncbi.nlm.nih.gov/pubmed/35559290 http://dx.doi.org/10.1039/c8ra09575b |
work_keys_str_mv | AT kumbharsharadv enantioselectivenozakihiyamakishiallylationlactonizationforthesynthesesof3substitutedphthalides AT chenchinpiao enantioselectivenozakihiyamakishiallylationlactonizationforthesynthesesof3substitutedphthalides |