Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism
Palladium catalyzed allylic substitution reactions typically proceed via an outer sphere mechanism, yielding predominately linear products. Here, the authors report an inner sphere process for the allylic substitution of ketone enolates, giving branched products with up to three contiguous stereocen...
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Nature Portfolio
2016-06-01
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Series: | Nature Communications |
Online Access: | https://doi.org/10.1038/ncomms11806 |
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author | Da-Chang Bai Fei-Le Yu Wan-Ying Wang Di Chen Hao Li Qing-Rong Liu Chang-Hua Ding Bo Chen Xue-Long Hou |
author_facet | Da-Chang Bai Fei-Le Yu Wan-Ying Wang Di Chen Hao Li Qing-Rong Liu Chang-Hua Ding Bo Chen Xue-Long Hou |
author_sort | Da-Chang Bai |
collection | DOAJ |
description | Palladium catalyzed allylic substitution reactions typically proceed via an outer sphere mechanism, yielding predominately linear products. Here, the authors report an inner sphere process for the allylic substitution of ketone enolates, giving branched products with up to three contiguous stereocentres. |
first_indexed | 2024-12-23T02:02:23Z |
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id | doaj.art-a2190ea2df8449c6b683e64e74797d1d |
institution | Directory Open Access Journal |
issn | 2041-1723 |
language | English |
last_indexed | 2024-12-23T02:02:23Z |
publishDate | 2016-06-01 |
publisher | Nature Portfolio |
record_format | Article |
series | Nature Communications |
spelling | doaj.art-a2190ea2df8449c6b683e64e74797d1d2022-12-21T18:03:58ZengNature PortfolioNature Communications2041-17232016-06-017111110.1038/ncomms11806Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanismDa-Chang Bai0Fei-Le Yu1Wan-Ying Wang2Di Chen3Hao Li4Qing-Rong Liu5Chang-Hua Ding6Bo Chen7Xue-Long Hou8State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesDepartment of Chemistry and Chemical Biology, Baker Laboratory, Cornell UniversityState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesPalladium catalyzed allylic substitution reactions typically proceed via an outer sphere mechanism, yielding predominately linear products. Here, the authors report an inner sphere process for the allylic substitution of ketone enolates, giving branched products with up to three contiguous stereocentres.https://doi.org/10.1038/ncomms11806 |
spellingShingle | Da-Chang Bai Fei-Le Yu Wan-Ying Wang Di Chen Hao Li Qing-Rong Liu Chang-Hua Ding Bo Chen Xue-Long Hou Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism Nature Communications |
title | Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism |
title_full | Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism |
title_fullStr | Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism |
title_full_unstemmed | Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism |
title_short | Palladium/N-heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner-sphere mechanism |
title_sort | palladium n heterocyclic carbene catalysed regio and diastereoselective reaction of ketones with allyl reagents via inner sphere mechanism |
url | https://doi.org/10.1038/ncomms11806 |
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