Phosphine‐Catalyzed β‐Selective Conjugate Addition of α‐Fluoro‐β‐ketoamides to Allenic Esters
A Strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis. This protocol exhibits a broad substrate scope, and a wide range of compounds bearing fluorinated quaternary carbon center was obtained in good to excellent yields...
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| Veröffentlicht in: | European journal of organic chemistry 2019-09, Vol.2019 (35), p.6138-6142 |
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| container_end_page | 6142 |
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| container_issue | 35 |
| container_start_page | 6138 |
| container_title | European journal of organic chemistry |
| container_volume | 2019 |
| creator | Vaishanv, Narendra Kumar Zaheer, Mohd Khalid Kant, Ruchir Mohanan, Kishor |
| description | A Strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis. This protocol exhibits a broad substrate scope, and a wide range of compounds bearing fluorinated quaternary carbon center was obtained in good to excellent yields. This protocol allows the use of γ‐substituted allenic esters to furnish the products with exclusive β‐selectivity.
A strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis and demonstrated for a wide range of ketoamides and allenoate substrates. |
| doi_str_mv | 10.1002/ejoc.201901199 |
| format | Article |
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A strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis and demonstrated for a wide range of ketoamides and allenoate substrates.</description><subject>Allenic esters</subject><subject>Catalysis</subject><subject>Conjugate addition</subject><subject>Conjugates</subject><subject>Esters</subject><subject>Fluorination</subject><subject>Homogeneous catalysis</subject><subject>Selectivity</subject><subject>Substrates</subject><subject>Synthesis design</subject><subject>α‐Fluoro‐β‐ketoamides</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKw0AUhoMoWKtb1wOuU8_kPssSWi8UKqjgbkhmztjENFNnEqWufARfRR-kD-GTmFjRpavzH_i-c-B3nGMKIwrgnWKpxcgDyoBSxnacAQXGXIgY7HY58AOXMv9u3zmwtgQAFkV04JRXC21Xi6LGz9e3NGuyav2Ckmw-uvUaKxRN8YQk1XXZ3mcNkrGURVPommhFNu8dNK1abXQXvpUHbHS2LCRa0mgyriqsC0EmtkFjD509lVUWj37m0LmdTm7Sc3c2P7tIxzNX-DRmbu4zLw7jIAAFTIVC-irzZCi8JGRSJCIPgijMmUwUUEhiiQJilUQegxwhy6k_dE62d1dGP7ZoG17q1tTdS-55zE_6RnpqtKWE0dYaVHxlimVm1pwC7_vkfZ_8t89OYFvhuahw_Q_NJ5fz9M_9AmGPgcc</recordid><startdate>20190922</startdate><enddate>20190922</enddate><creator>Vaishanv, Narendra Kumar</creator><creator>Zaheer, Mohd Khalid</creator><creator>Kant, Ruchir</creator><creator>Mohanan, Kishor</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5602-7112</orcidid></search><sort><creationdate>20190922</creationdate><title>Phosphine‐Catalyzed β‐Selective Conjugate Addition of α‐Fluoro‐β‐ketoamides to Allenic Esters</title><author>Vaishanv, Narendra Kumar ; Zaheer, Mohd Khalid ; Kant, Ruchir ; Mohanan, Kishor</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3179-b392757440f09f5cd3fa2d5c2859dc8cb4465b9d8f01087dec07f86290be0ab13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Allenic esters</topic><topic>Catalysis</topic><topic>Conjugate addition</topic><topic>Conjugates</topic><topic>Esters</topic><topic>Fluorination</topic><topic>Homogeneous catalysis</topic><topic>Selectivity</topic><topic>Substrates</topic><topic>Synthesis design</topic><topic>α‐Fluoro‐β‐ketoamides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vaishanv, Narendra Kumar</creatorcontrib><creatorcontrib>Zaheer, Mohd Khalid</creatorcontrib><creatorcontrib>Kant, Ruchir</creatorcontrib><creatorcontrib>Mohanan, Kishor</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vaishanv, Narendra Kumar</au><au>Zaheer, Mohd Khalid</au><au>Kant, Ruchir</au><au>Mohanan, Kishor</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phosphine‐Catalyzed β‐Selective Conjugate Addition of α‐Fluoro‐β‐ketoamides to Allenic Esters</atitle><jtitle>European journal of organic chemistry</jtitle><date>2019-09-22</date><risdate>2019</risdate><volume>2019</volume><issue>35</issue><spage>6138</spage><epage>6142</epage><pages>6138-6142</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A Strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis. This protocol exhibits a broad substrate scope, and a wide range of compounds bearing fluorinated quaternary carbon center was obtained in good to excellent yields. This protocol allows the use of γ‐substituted allenic esters to furnish the products with exclusive β‐selectivity.
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| identifier | ISSN: 1434-193X |
| ispartof | European journal of organic chemistry, 2019-09, Vol.2019 (35), p.6138-6142 |
| issn | 1434-193X 1099-0690 |
| language | eng |
| recordid | cdi_proquest_journals_2293806901 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Allenic esters Catalysis Conjugate addition Conjugates Esters Fluorination Homogeneous catalysis Selectivity Substrates Synthesis design α‐Fluoro‐β‐ketoamides |
| title | Phosphine‐Catalyzed β‐Selective Conjugate Addition of α‐Fluoro‐β‐ketoamides to Allenic Esters |
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