Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction
[Display omitted] •Nd/Na heterobimetallic catalyst was prepared from inexpensive metal salts.•The new catalyst exhibited comparable catalytic performance.•The new catalyst was successfully applied to continuous-flow reaction. A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligan...
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| Veröffentlicht in: | Tetrahedron letters 2016-04, Vol.57 (16), p.1815-1819 |
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| container_title | Tetrahedron letters |
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| creator | Nonoyama, Akihito Hashimoto, Kazuki Saito, Akira Kumagai, Naoya Shibasaki, Masakatsu |
| description | [Display omitted]
•Nd/Na heterobimetallic catalyst was prepared from inexpensive metal salts.•The new catalyst exhibited comparable catalytic performance.•The new catalyst was successfully applied to continuous-flow reaction.
A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligand, Nd alkoxide, and NaHMDS is a highly efficient heterogeneous catalyst for an anti-selective catalytic asymmetric nitroaldol reaction. Nd alkoxide is sensitive to moisture, expensive, and scarce, making it difficult to use the Nd/Na catalyst in large-scale applications. Herein we describe a new protocol that allows for catalyst preparation from bench-stable and inexpensive NdCl3·6H2O with comparable catalytic activity. |
| doi_str_mv | 10.1016/j.tetlet.2016.03.041 |
| format | Article |
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•Nd/Na heterobimetallic catalyst was prepared from inexpensive metal salts.•The new catalyst exhibited comparable catalytic performance.•The new catalyst was successfully applied to continuous-flow reaction.
A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligand, Nd alkoxide, and NaHMDS is a highly efficient heterogeneous catalyst for an anti-selective catalytic asymmetric nitroaldol reaction. Nd alkoxide is sensitive to moisture, expensive, and scarce, making it difficult to use the Nd/Na catalyst in large-scale applications. Herein we describe a new protocol that allows for catalyst preparation from bench-stable and inexpensive NdCl3·6H2O with comparable catalytic activity.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2016.03.041</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Alkoxides ; Asymmetry ; Bimetallic complex ; Catalysis ; Catalysts ; Enantioselective ; Flow reaction ; Ligands ; Moisture ; Neodymium ; Nitroaldol ; Tetrahedrons</subject><ispartof>Tetrahedron letters, 2016-04, Vol.57 (16), p.1815-1819</ispartof><rights>2016 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c451t-88d197706c89a3460ec5aad7c5ce17a241dedee903b440a947e556c6a1d0ad983</citedby><cites>FETCH-LOGICAL-c451t-88d197706c89a3460ec5aad7c5ce17a241dedee903b440a947e556c6a1d0ad983</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0040403916302635$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids></links><search><creatorcontrib>Nonoyama, Akihito</creatorcontrib><creatorcontrib>Hashimoto, Kazuki</creatorcontrib><creatorcontrib>Saito, Akira</creatorcontrib><creatorcontrib>Kumagai, Naoya</creatorcontrib><creatorcontrib>Shibasaki, Masakatsu</creatorcontrib><title>Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction</title><title>Tetrahedron letters</title><description>[Display omitted]
•Nd/Na heterobimetallic catalyst was prepared from inexpensive metal salts.•The new catalyst exhibited comparable catalytic performance.•The new catalyst was successfully applied to continuous-flow reaction.
A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligand, Nd alkoxide, and NaHMDS is a highly efficient heterogeneous catalyst for an anti-selective catalytic asymmetric nitroaldol reaction. Nd alkoxide is sensitive to moisture, expensive, and scarce, making it difficult to use the Nd/Na catalyst in large-scale applications. Herein we describe a new protocol that allows for catalyst preparation from bench-stable and inexpensive NdCl3·6H2O with comparable catalytic activity.</description><subject>Alkoxides</subject><subject>Asymmetry</subject><subject>Bimetallic complex</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Enantioselective</subject><subject>Flow reaction</subject><subject>Ligands</subject><subject>Moisture</subject><subject>Neodymium</subject><subject>Nitroaldol</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp9UU1rGzEQFSWFOmn_QQ869rKbUaT9uhSKaZKCcXpozmIsjRsZ7cqVZBP_j_zgyNmeIwQaMe895s1j7KuAWoBor3d1puwp1zflV4OsQYkPbCH6Tlay6cUFWwAoqBTI4RO7TGkH5bQ9LNjL70h7jJhdmHjY8rW9XiN_okwx_KWJwiFxgxn9KWW-jWHkG5rMU5UybjxxnCx3Ez3vaUruSIXOE_qCDLH0ys2uSuTJ5HN3FsrOcEyncaQcSzm5HAN6GzyPhOY8yGf2cYs-0Zf_7xV7vP35Z3lfrR7ufi1_rCqjGpGrvrdi6DpoTT-gVC2QaRBtZxpDosMbJSxZogHkRinAQXXUNK1pUVhAO_Tyin2bdfcx_DtQynp0yZD3-GZcix6GVspGDAWqZqiJIaVIW72PbsR40gL0OQS903MI-hyCBqlLCIX2faZRsXF0FHUyriyQrItlKdoG977AK0cilh4</recordid><startdate>20160420</startdate><enddate>20160420</enddate><creator>Nonoyama, Akihito</creator><creator>Hashimoto, Kazuki</creator><creator>Saito, Akira</creator><creator>Kumagai, Naoya</creator><creator>Shibasaki, Masakatsu</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160420</creationdate><title>Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction</title><author>Nonoyama, Akihito ; Hashimoto, Kazuki ; Saito, Akira ; Kumagai, Naoya ; Shibasaki, Masakatsu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c451t-88d197706c89a3460ec5aad7c5ce17a241dedee903b440a947e556c6a1d0ad983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Alkoxides</topic><topic>Asymmetry</topic><topic>Bimetallic complex</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Enantioselective</topic><topic>Flow reaction</topic><topic>Ligands</topic><topic>Moisture</topic><topic>Neodymium</topic><topic>Nitroaldol</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nonoyama, Akihito</creatorcontrib><creatorcontrib>Hashimoto, Kazuki</creatorcontrib><creatorcontrib>Saito, Akira</creatorcontrib><creatorcontrib>Kumagai, Naoya</creatorcontrib><creatorcontrib>Shibasaki, Masakatsu</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nonoyama, Akihito</au><au>Hashimoto, Kazuki</au><au>Saito, Akira</au><au>Kumagai, Naoya</au><au>Shibasaki, Masakatsu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction</atitle><jtitle>Tetrahedron letters</jtitle><date>2016-04-20</date><risdate>2016</risdate><volume>57</volume><issue>16</issue><spage>1815</spage><epage>1819</epage><pages>1815-1819</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
•Nd/Na heterobimetallic catalyst was prepared from inexpensive metal salts.•The new catalyst exhibited comparable catalytic performance.•The new catalyst was successfully applied to continuous-flow reaction.
A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligand, Nd alkoxide, and NaHMDS is a highly efficient heterogeneous catalyst for an anti-selective catalytic asymmetric nitroaldol reaction. Nd alkoxide is sensitive to moisture, expensive, and scarce, making it difficult to use the Nd/Na catalyst in large-scale applications. Herein we describe a new protocol that allows for catalyst preparation from bench-stable and inexpensive NdCl3·6H2O with comparable catalytic activity.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2016.03.041</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Tetrahedron letters, 2016-04, Vol.57 (16), p.1815-1819 |
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| language | eng |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Alkoxides Asymmetry Bimetallic complex Catalysis Catalysts Enantioselective Flow reaction Ligands Moisture Neodymium Nitroaldol Tetrahedrons |
| title | Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction |
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