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Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
We describe the asymmetric addition of unactivated α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid, generating an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity. The products are easily transformed into their corresponding 1,5...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5155590/ https://www.ncbi.nlm.nih.gov/pubmed/27990248 http://dx.doi.org/10.1039/c5sc04202j |
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author | Yang, Xiaoyu Toste, F. Dean |
author_facet | Yang, Xiaoyu Toste, F. Dean |
author_sort | Yang, Xiaoyu |
collection | PubMed |
description | We describe the asymmetric addition of unactivated α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid, generating an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity. The products are easily transformed into their corresponding 1,5- and 1,4-ketoaldehyde derivatives, which are both important building blocks in organic synthesis. |
format | Online Article Text |
id | pubmed-5155590 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-51555902016-12-14 Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid Yang, Xiaoyu Toste, F. Dean Chem Sci Chemistry We describe the asymmetric addition of unactivated α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid, generating an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity. The products are easily transformed into their corresponding 1,5- and 1,4-ketoaldehyde derivatives, which are both important building blocks in organic synthesis. Royal Society of Chemistry 2016-04-01 2016-01-19 /pmc/articles/PMC5155590/ /pubmed/27990248 http://dx.doi.org/10.1039/c5sc04202j Text en This journal is © The Royal Society of Chemistry 2016 https://creativecommons.org/licenses/by/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Yang, Xiaoyu Toste, F. Dean Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid |
title | Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
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title_full | Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
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title_fullStr | Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
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title_full_unstemmed | Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
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title_short | Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
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title_sort | asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5155590/ https://www.ncbi.nlm.nih.gov/pubmed/27990248 http://dx.doi.org/10.1039/c5sc04202j |
work_keys_str_mv | AT yangxiaoyu asymmetricadditionofabranchedcyclicketonestoallenamidescatalyzedbyachiralphosphoricacid AT tostefdean asymmetricadditionofabranchedcyclicketonestoallenamidescatalyzedbyachiralphosphoricacid |