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Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
A copper-catalyzed asymmetric reductive allyl–allyl cross-coupling reaction of allenes with allylic phosphates wherein allenes were used as allylmetal surrogates has been achieved for the first time. This protocol provides an efficient and straightforward route to optically active 1,5-dienes in a hi...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369434/ https://www.ncbi.nlm.nih.gov/pubmed/30842848 http://dx.doi.org/10.1039/c8sc04505d |
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author | Xu, Guoxing Fu, Bin Zhao, Haiyan Li, Yanfei Zhang, Ge Wang, Ying Xiong, Tao Zhang, Qian |
author_facet | Xu, Guoxing Fu, Bin Zhao, Haiyan Li, Yanfei Zhang, Ge Wang, Ying Xiong, Tao Zhang, Qian |
author_sort | Xu, Guoxing |
collection | PubMed |
description | A copper-catalyzed asymmetric reductive allyl–allyl cross-coupling reaction of allenes with allylic phosphates wherein allenes were used as allylmetal surrogates has been achieved for the first time. This protocol provides an efficient and straightforward route to optically active 1,5-dienes in a highly enantioselective and site-specific fashion. Furthermore, all-carbon quaternary stereogenic centers could also be constructed with this protocol. The versatility of the products is demonstrated through a diverse array of further transformations of the enantioenriched 1,5-dienes. |
format | Online Article Text |
id | pubmed-6369434 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-63694342019-03-06 Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes Xu, Guoxing Fu, Bin Zhao, Haiyan Li, Yanfei Zhang, Ge Wang, Ying Xiong, Tao Zhang, Qian Chem Sci Chemistry A copper-catalyzed asymmetric reductive allyl–allyl cross-coupling reaction of allenes with allylic phosphates wherein allenes were used as allylmetal surrogates has been achieved for the first time. This protocol provides an efficient and straightforward route to optically active 1,5-dienes in a highly enantioselective and site-specific fashion. Furthermore, all-carbon quaternary stereogenic centers could also be constructed with this protocol. The versatility of the products is demonstrated through a diverse array of further transformations of the enantioenriched 1,5-dienes. Royal Society of Chemistry 2018-12-04 /pmc/articles/PMC6369434/ /pubmed/30842848 http://dx.doi.org/10.1039/c8sc04505d Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
spellingShingle | Chemistry Xu, Guoxing Fu, Bin Zhao, Haiyan Li, Yanfei Zhang, Ge Wang, Ying Xiong, Tao Zhang, Qian Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes |
title | Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
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title_full | Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
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title_fullStr | Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
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title_full_unstemmed | Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
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title_short | Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
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title_sort | enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369434/ https://www.ncbi.nlm.nih.gov/pubmed/30842848 http://dx.doi.org/10.1039/c8sc04505d |
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