Synthesis of enantiopure β-amino amides via a practical reductive amination of the corresponding β-keto amides
[Display omitted] A convenient and efficient reductive amination for the preparation of chiral β-amino amides is developed utilizing microwave heating. A variety of chiral β-keto amides react with ammonium acetate and sodium cyanoborohydride to afford the desired functionalized amines in good yields...
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| Veröffentlicht in: | Tetrahedron letters 2014-11, Vol.55 (46), p.6354-6358 |
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| container_issue | 46 |
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| container_title | Tetrahedron letters |
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| creator | Mtat, Dalila Touati, Ridha Ben Hassine, Béchir |
| description | [Display omitted]
A convenient and efficient reductive amination for the preparation of chiral β-amino amides is developed utilizing microwave heating. A variety of chiral β-keto amides react with ammonium acetate and sodium cyanoborohydride to afford the desired functionalized amines in good yields. This improved procedure takes advantage of microwave heating to significantly accelerate the reaction and offers a convenient and effective method to access some interesting molecules containing primary amine functionalities. |
| doi_str_mv | 10.1016/j.tetlet.2014.09.111 |
| format | Article |
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A convenient and efficient reductive amination for the preparation of chiral β-amino amides is developed utilizing microwave heating. A variety of chiral β-keto amides react with ammonium acetate and sodium cyanoborohydride to afford the desired functionalized amines in good yields. This improved procedure takes advantage of microwave heating to significantly accelerate the reaction and offers a convenient and effective method to access some interesting molecules containing primary amine functionalities.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2014.09.111</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Amides ; Amines ; Ammonium acetate ; Heating ; Microwave ; Microwaves ; Reductive amination ; Sodium ; Synthesis (chemistry) ; Tetrahedrons ; β-Amino amides ; β-Keto amides ; β-Keto esters</subject><ispartof>Tetrahedron letters, 2014-11, Vol.55 (46), p.6354-6358</ispartof><rights>2014 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c339t-d981b30edc9d9dbbf18b43a839eaffe177176d6fc1270280817794b6fa3a50153</citedby><cites>FETCH-LOGICAL-c339t-d981b30edc9d9dbbf18b43a839eaffe177176d6fc1270280817794b6fa3a50153</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2014.09.111$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids></links><search><creatorcontrib>Mtat, Dalila</creatorcontrib><creatorcontrib>Touati, Ridha</creatorcontrib><creatorcontrib>Ben Hassine, Béchir</creatorcontrib><title>Synthesis of enantiopure β-amino amides via a practical reductive amination of the corresponding β-keto amides</title><title>Tetrahedron letters</title><description>[Display omitted]
A convenient and efficient reductive amination for the preparation of chiral β-amino amides is developed utilizing microwave heating. A variety of chiral β-keto amides react with ammonium acetate and sodium cyanoborohydride to afford the desired functionalized amines in good yields. This improved procedure takes advantage of microwave heating to significantly accelerate the reaction and offers a convenient and effective method to access some interesting molecules containing primary amine functionalities.</description><subject>Amides</subject><subject>Amines</subject><subject>Ammonium acetate</subject><subject>Heating</subject><subject>Microwave</subject><subject>Microwaves</subject><subject>Reductive amination</subject><subject>Sodium</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><subject>β-Amino amides</subject><subject>β-Keto amides</subject><subject>β-Keto esters</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kM9KxDAQxoMouK6-gYccvbRmNt22uQgi_gPBg3oOaTLVrN2kJtkFX8sH8ZlMWb06h5lh-L4fzEfIKbASGNTnqzJhGjCVCwZVyUQJAHtkBm3DC75sYZ_MGKtYUTEuDslRjCuWq27ZjIxPny69YbSR-p6iUy5ZP24C0u-vQq2t8zR3g5FuraKKjkHpZLUaaECzyesWJ4FT2eYmRIZR7UPAOHpnrHudQO-Y_jjH5KBXQ8ST3zknLzfXz1d3xcPj7f3V5UOhORepMKKFjjM0Whhhuq6Htqu4arlA1fcITQNNbepew6Jhi5a1-SKqru4VV0sGSz4nZzvuGPzHBmOSaxs1DoNy6DdRQlNVtYBGNFla7aQ6-BgD9nIMdq3CpwQmp4DlSu4CllPAkgmZA862i50N8xtbi0FGbdFpNDagTtJ4-z_gB9rdiZs</recordid><startdate>20141112</startdate><enddate>20141112</enddate><creator>Mtat, Dalila</creator><creator>Touati, Ridha</creator><creator>Ben Hassine, Béchir</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20141112</creationdate><title>Synthesis of enantiopure β-amino amides via a practical reductive amination of the corresponding β-keto amides</title><author>Mtat, Dalila ; Touati, Ridha ; Ben Hassine, Béchir</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-d981b30edc9d9dbbf18b43a839eaffe177176d6fc1270280817794b6fa3a50153</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Amides</topic><topic>Amines</topic><topic>Ammonium acetate</topic><topic>Heating</topic><topic>Microwave</topic><topic>Microwaves</topic><topic>Reductive amination</topic><topic>Sodium</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><topic>β-Amino amides</topic><topic>β-Keto amides</topic><topic>β-Keto esters</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mtat, Dalila</creatorcontrib><creatorcontrib>Touati, Ridha</creatorcontrib><creatorcontrib>Ben Hassine, Béchir</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mtat, Dalila</au><au>Touati, Ridha</au><au>Ben Hassine, Béchir</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of enantiopure β-amino amides via a practical reductive amination of the corresponding β-keto amides</atitle><jtitle>Tetrahedron letters</jtitle><date>2014-11-12</date><risdate>2014</risdate><volume>55</volume><issue>46</issue><spage>6354</spage><epage>6358</epage><pages>6354-6358</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
A convenient and efficient reductive amination for the preparation of chiral β-amino amides is developed utilizing microwave heating. A variety of chiral β-keto amides react with ammonium acetate and sodium cyanoborohydride to afford the desired functionalized amines in good yields. This improved procedure takes advantage of microwave heating to significantly accelerate the reaction and offers a convenient and effective method to access some interesting molecules containing primary amine functionalities.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2014.09.111</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Tetrahedron letters, 2014-11, Vol.55 (46), p.6354-6358 |
| issn | 0040-4039 1873-3581 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1744691797 |
| source | ScienceDirect Journals (5 years ago - present) |
| subjects | Amides Amines Ammonium acetate Heating Microwave Microwaves Reductive amination Sodium Synthesis (chemistry) Tetrahedrons β-Amino amides β-Keto amides β-Keto esters |
| title | Synthesis of enantiopure β-amino amides via a practical reductive amination of the corresponding β-keto amides |
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