Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates
Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substra...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2018-03, Vol.57 (11), p.2938-2942 |
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| container_issue | 11 |
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| container_title | Angewandte Chemie International Edition |
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| creator | Yasuda, Shigeo Ishii, Takuya Takemoto, Shunsuke Haruki, Hiroki Ohmiya, Hirohisa |
| description | Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates.
Coming together: Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates. |
| doi_str_mv | 10.1002/anie.201712811 |
| format | Article |
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Coming together: Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates.</description><subject>aldehydes</subject><subject>Allyl compounds</subject><subject>Anions</subject><subject>carbenes</subject><subject>Carbonates</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical reactions</subject><subject>Functional groups</subject><subject>ketones</subject><subject>Palladium</subject><subject>Substrates</subject><subject>synthetic methods</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkbtP3TAUxq2qqFDalRFFYumSi195eIwuTwlBBe1sOc4x18iJwU6E0omdpX9j_5IaLg-pSxfbOv6d7_jzh9AOwQuCMd1Xg4UFxaQitCbkA9oiBSU5qyr2MZ05Y3lVF2QTfY7xJvF1jctPaJMKVoiaFVvo8WoeIFzbOFqdnf95-H0CIwSvZ-1SYalCCwPsf1fOqc5OfQKWalRu_gVddglKj9YPMfMma1wHq7mDrNGzy5rhuX5vx1UGaYGQHVgVZtfDuEr3PqQGN7_O8IMaIX5BG0a5CF9f9m308-jwx_IkP7s4Pl02Z7nmBJPclAUBXkDbMeC0ErU2XHCGCW5NQZOvkgpaAMcCFMVGiKrlmNddaYjmtWFsG31b694GfzdBHGVvo4ZkcQA_RUmESHxZVWVC9_5Bb_wUhvQ6STEW6bP5M7VYUzr4GAMYeRtsn-xKguVTTPIpJvkWU2rYfZGd2h66N_w1lwSINXBvHcz_kZPN-enhu_hfCamhVw</recordid><startdate>20180305</startdate><enddate>20180305</enddate><creator>Yasuda, Shigeo</creator><creator>Ishii, Takuya</creator><creator>Takemoto, Shunsuke</creator><creator>Haruki, Hiroki</creator><creator>Ohmiya, Hirohisa</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1374-1137</orcidid></search><sort><creationdate>20180305</creationdate><title>Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates</title><author>Yasuda, Shigeo ; Ishii, Takuya ; Takemoto, Shunsuke ; Haruki, Hiroki ; Ohmiya, Hirohisa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4101-f651e45ebd3e42798cf4943010bf5259862925e409ea20f997b4048d6f1c48f33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>aldehydes</topic><topic>Allyl compounds</topic><topic>Anions</topic><topic>carbenes</topic><topic>Carbonates</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical reactions</topic><topic>Functional groups</topic><topic>ketones</topic><topic>Palladium</topic><topic>Substrates</topic><topic>synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yasuda, Shigeo</creatorcontrib><creatorcontrib>Ishii, Takuya</creatorcontrib><creatorcontrib>Takemoto, Shunsuke</creatorcontrib><creatorcontrib>Haruki, Hiroki</creatorcontrib><creatorcontrib>Ohmiya, Hirohisa</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yasuda, Shigeo</au><au>Ishii, Takuya</au><au>Takemoto, Shunsuke</au><au>Haruki, Hiroki</au><au>Ohmiya, Hirohisa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2018-03-05</date><risdate>2018</risdate><volume>57</volume><issue>11</issue><spage>2938</spage><epage>2942</epage><pages>2938-2942</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates.
Coming together: Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N‐heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>29359835</pmid><doi>10.1002/anie.201712811</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-1374-1137</orcidid></addata></record> |
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| source | Wiley Online Library - AutoHoldings Journals |
| subjects | aldehydes Allyl compounds Anions carbenes Carbonates Catalysis Catalysts Chemical reactions Functional groups ketones Palladium Substrates synthetic methods |
| title | Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates |
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