Access to novel amino trifluoromethyl cyclopropane carboxylic acid derivatives
Novel regioisomers of trifluoromethylated cyclopropanes have been synthesized by Michael addition and nucleophilic cyclization process. The reaction was carried out with the trifluoromethylcrotonate 6 and nucleophilic reagents. Fluorinated cyclopropanes were obtained with good to excellent diastereo...
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| Veröffentlicht in: | Tetrahedron 2013-04, Vol.69 (15), p.3308-3315 |
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| container_title | Tetrahedron |
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| creator | Keita, Massaba De Bona, Rocco Santos, Mickael Dos Lequin, Olivier Ongeri, Sandrine Milcent, Thierry Crousse, Benoit |
| description | Novel regioisomers of trifluoromethylated cyclopropanes have been synthesized by Michael addition and nucleophilic cyclization process. The reaction was carried out with the trifluoromethylcrotonate 6 and nucleophilic reagents. Fluorinated cyclopropanes were obtained with good to excellent diastereoselectivities. Furthermore, interesting constrained building blocks have emerged from this methodology.
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| doi_str_mv | 10.1016/j.tet.2013.02.012 |
| format | Article |
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[Display omitted]</description><subject>Biochemistry, Molecular Biology</subject><subject>Constrained amino acids</subject><subject>Cyclopropanes</subject><subject>Fluorine</subject><subject>Life Sciences</subject><subject>Michael addition</subject><subject>Peptidomimetics</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9kE1LxDAURYMoOI7-AHfZumh9Lx9txdUwqCMMutF1SNOUydBphiQW--9tGXHp6sHlngvvEHKLkCNgcb_Pk005A-Q5sByQnZEFikJkUmBxThYAAjIBDC7JVYx7AEBkfEHeVsbYGGnytPeD7ag-uN7TFFzbffngDzbtxo6a0XT-GPxR95YaHWr_PXbOUG1cQxsb3KCTG2y8Jhet7qK9-b1L8vn89LHeZNv3l9f1apsZzjFlrJY1r_WDAI66lMhaIctSVqUQljfClI0VIKq6khKLsuG6rbUpUGKrWWkY40tyd9rd6U4dgzvoMCqvndqstmrOJhFFUQk24NTFU9cEH2Ow7R-AoGZ5aq8meWqWp4BN6Lz_eGLs9MTgbFDRONsb27hgTVKNd__QP3l_d28</recordid><startdate>20130415</startdate><enddate>20130415</enddate><creator>Keita, Massaba</creator><creator>De Bona, Rocco</creator><creator>Santos, Mickael Dos</creator><creator>Lequin, Olivier</creator><creator>Ongeri, Sandrine</creator><creator>Milcent, Thierry</creator><creator>Crousse, Benoit</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-2118-7324</orcidid><orcidid>https://orcid.org/0000-0003-3094-9084</orcidid><orcidid>https://orcid.org/0000-0002-2042-9942</orcidid></search><sort><creationdate>20130415</creationdate><title>Access to novel amino trifluoromethyl cyclopropane carboxylic acid derivatives</title><author>Keita, Massaba ; De Bona, Rocco ; Santos, Mickael Dos ; Lequin, Olivier ; Ongeri, Sandrine ; Milcent, Thierry ; Crousse, Benoit</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c331t-2b5b3ba94031a7512f457758744e3d4c7de4048b855167d3afbac6151fa27c223</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Biochemistry, Molecular Biology</topic><topic>Constrained amino acids</topic><topic>Cyclopropanes</topic><topic>Fluorine</topic><topic>Life Sciences</topic><topic>Michael addition</topic><topic>Peptidomimetics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Keita, Massaba</creatorcontrib><creatorcontrib>De Bona, Rocco</creatorcontrib><creatorcontrib>Santos, Mickael Dos</creatorcontrib><creatorcontrib>Lequin, Olivier</creatorcontrib><creatorcontrib>Ongeri, Sandrine</creatorcontrib><creatorcontrib>Milcent, Thierry</creatorcontrib><creatorcontrib>Crousse, Benoit</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Keita, Massaba</au><au>De Bona, Rocco</au><au>Santos, Mickael Dos</au><au>Lequin, Olivier</au><au>Ongeri, Sandrine</au><au>Milcent, Thierry</au><au>Crousse, Benoit</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Access to novel amino trifluoromethyl cyclopropane carboxylic acid derivatives</atitle><jtitle>Tetrahedron</jtitle><date>2013-04-15</date><risdate>2013</risdate><volume>69</volume><issue>15</issue><spage>3308</spage><epage>3315</epage><pages>3308-3315</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><abstract>Novel regioisomers of trifluoromethylated cyclopropanes have been synthesized by Michael addition and nucleophilic cyclization process. The reaction was carried out with the trifluoromethylcrotonate 6 and nucleophilic reagents. Fluorinated cyclopropanes were obtained with good to excellent diastereoselectivities. Furthermore, interesting constrained building blocks have emerged from this methodology.
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| ispartof | Tetrahedron, 2013-04, Vol.69 (15), p.3308-3315 |
| issn | 0040-4020 1464-5416 |
| language | eng |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Biochemistry, Molecular Biology Constrained amino acids Cyclopropanes Fluorine Life Sciences Michael addition Peptidomimetics |
| title | Access to novel amino trifluoromethyl cyclopropane carboxylic acid derivatives |
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