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Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes
[Image: see text] A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes. The scope of this strategy encompasses a series of enantioselective difunctionalization reacti...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4490856/ https://www.ncbi.nlm.nih.gov/pubmed/26070105 http://dx.doi.org/10.1021/jacs.5b04821 |
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author | Zhu, Rong Buchwald, Stephen L. |
author_facet | Zhu, Rong Buchwald, Stephen L. |
author_sort | Zhu, Rong |
collection | PubMed |
description | [Image: see text] A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes. The scope of this strategy encompasses a series of enantioselective difunctionalization reactions: oxyazidation, oxysulfonylation, oxyarylation, diacyloxylation, and oxyalkylation. These reactions provide straightforward access to a wide range of useful chiral lactone building blocks containing tetrasubstituted stereogenic centers, which are hard to access traditionally. |
format | Online Article Text |
id | pubmed-4490856 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-44908562016-06-12 Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes Zhu, Rong Buchwald, Stephen L. J Am Chem Soc [Image: see text] A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes. The scope of this strategy encompasses a series of enantioselective difunctionalization reactions: oxyazidation, oxysulfonylation, oxyarylation, diacyloxylation, and oxyalkylation. These reactions provide straightforward access to a wide range of useful chiral lactone building blocks containing tetrasubstituted stereogenic centers, which are hard to access traditionally. American Chemical Society 2015-06-12 2015-07-01 /pmc/articles/PMC4490856/ /pubmed/26070105 http://dx.doi.org/10.1021/jacs.5b04821 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Zhu, Rong Buchwald, Stephen L. Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title | Versatile
Enantioselective Synthesis of Functionalized
Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title_full | Versatile
Enantioselective Synthesis of Functionalized
Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title_fullStr | Versatile
Enantioselective Synthesis of Functionalized
Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title_full_unstemmed | Versatile
Enantioselective Synthesis of Functionalized
Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title_short | Versatile
Enantioselective Synthesis of Functionalized
Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes |
title_sort | versatile
enantioselective synthesis of functionalized
lactones via copper-catalyzed radical oxyfunctionalization of alkenes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4490856/ https://www.ncbi.nlm.nih.gov/pubmed/26070105 http://dx.doi.org/10.1021/jacs.5b04821 |
work_keys_str_mv | AT zhurong versatileenantioselectivesynthesisoffunctionalizedlactonesviacoppercatalyzedradicaloxyfunctionalizationofalkenes AT buchwaldstephenl versatileenantioselectivesynthesisoffunctionalizedlactonesviacoppercatalyzedradicaloxyfunctionalizationofalkenes |