Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions
Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid-vapor phase absolute asymmetric synthesis in c...
Gespeichert in:
| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2019-05, Vol.55 (36), p.5223-5226 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5226 |
|---|---|
| container_issue | 36 |
| container_start_page | 5223 |
| container_title | Chemical communications (Cambridge, England) |
| container_volume | 55 |
| creator | Kaimori, Yoshiyasu Hiyoshi, Yui Kawasaki, Tsuneomi Matsumoto, Arimasa Soai, Kenso |
| description | Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid-vapor phase absolute asymmetric synthesis in conjunction with asymmetric autocatalysis with amplification of chirality. Each reaction, carried out in a test tube, between achiral powder crystals of pyrimidine-5-carbaldehyde and the vapor of diisopropylzinc, is controlled kinetically to afford either (
S
)- or (
R
)-pyrimidyl alkanol.
Absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions in conjunction with asymmetric autocatalysis was achieved. |
| doi_str_mv | 10.1039/c9cc01875a |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2216707178</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2216707178</sourcerecordid><originalsourceid>FETCH-LOGICAL-c373t-f55769d368587eb0edcaeb369da0399d933114a8862be2e47f107987f19b29793</originalsourceid><addsrcrecordid>eNpdkU2L1TAUhoMoznh1414JuBGhmjRtkyyH4qgw4EbBXUmTU5uxTa45qXL_kL_T3LnjCHM25yXnOR_kJeQ5Z285E_qd1dYyrmRrHpBzLrqmahv17eFRt7qSomnPyBPEa1aCt-oxORNMd4ozdk7-XMa0muxjoHGiEEwoGkLydgZHzfLDhLjQ3z7PFHO0s8HsLXUec_Ljdq9vhYTUB5pnoGbEuGy5CDysKxTcUjyEUkKPdAsOEp0hQ4rfIUDckBbeu-qX2cdE92URUBuD88cd-JQ8msyC8Ow278jXy_df-o_V1ecPn_qLq8oKKXI1ta3stBOdapWEkYGzBkZRnkz5KO20EJw3RqmuHqGGRk6cSa1K0mOtpRY78vo0d5_izw0wD6tHC8tibm4c6ppJ3kolmoK-uodexy2Fcl2heCcLWLgdeXOibIqICaZhn_xq0mHgbDi6N_S672_cuyjwy9uR27iCu0P_2VWAFycgob2r_rdf_AX2WqMp</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2216707178</pqid></control><display><type>article</type><title>Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Kaimori, Yoshiyasu ; Hiyoshi, Yui ; Kawasaki, Tsuneomi ; Matsumoto, Arimasa ; Soai, Kenso</creator><creatorcontrib>Kaimori, Yoshiyasu ; Hiyoshi, Yui ; Kawasaki, Tsuneomi ; Matsumoto, Arimasa ; Soai, Kenso</creatorcontrib><description>Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid-vapor phase absolute asymmetric synthesis in conjunction with asymmetric autocatalysis with amplification of chirality. Each reaction, carried out in a test tube, between achiral powder crystals of pyrimidine-5-carbaldehyde and the vapor of diisopropylzinc, is controlled kinetically to afford either (
S
)- or (
R
)-pyrimidyl alkanol.
Absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions in conjunction with asymmetric autocatalysis was achieved.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c9cc01875a</identifier><identifier>PMID: 30968100</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Autocatalysis ; Chirality ; Crystallography ; Enantiomers ; Modularity ; Statistical analysis ; Vapor phases</subject><ispartof>Chemical communications (Cambridge, England), 2019-05, Vol.55 (36), p.5223-5226</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c373t-f55769d368587eb0edcaeb369da0399d933114a8862be2e47f107987f19b29793</citedby><cites>FETCH-LOGICAL-c373t-f55769d368587eb0edcaeb369da0399d933114a8862be2e47f107987f19b29793</cites><orcidid>0000-0002-8060-444X ; 0000-0002-6332-2096 ; 0000-0002-1001-572X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30968100$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kaimori, Yoshiyasu</creatorcontrib><creatorcontrib>Hiyoshi, Yui</creatorcontrib><creatorcontrib>Kawasaki, Tsuneomi</creatorcontrib><creatorcontrib>Matsumoto, Arimasa</creatorcontrib><creatorcontrib>Soai, Kenso</creatorcontrib><title>Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid-vapor phase absolute asymmetric synthesis in conjunction with asymmetric autocatalysis with amplification of chirality. Each reaction, carried out in a test tube, between achiral powder crystals of pyrimidine-5-carbaldehyde and the vapor of diisopropylzinc, is controlled kinetically to afford either (
S
)- or (
R
)-pyrimidyl alkanol.
Absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions in conjunction with asymmetric autocatalysis was achieved.</description><subject>Autocatalysis</subject><subject>Chirality</subject><subject>Crystallography</subject><subject>Enantiomers</subject><subject>Modularity</subject><subject>Statistical analysis</subject><subject>Vapor phases</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpdkU2L1TAUhoMoznh1414JuBGhmjRtkyyH4qgw4EbBXUmTU5uxTa45qXL_kL_T3LnjCHM25yXnOR_kJeQ5Z285E_qd1dYyrmRrHpBzLrqmahv17eFRt7qSomnPyBPEa1aCt-oxORNMd4ozdk7-XMa0muxjoHGiEEwoGkLydgZHzfLDhLjQ3z7PFHO0s8HsLXUec_Ljdq9vhYTUB5pnoGbEuGy5CDysKxTcUjyEUkKPdAsOEp0hQ4rfIUDckBbeu-qX2cdE92URUBuD88cd-JQ8msyC8Ow278jXy_df-o_V1ecPn_qLq8oKKXI1ta3stBOdapWEkYGzBkZRnkz5KO20EJw3RqmuHqGGRk6cSa1K0mOtpRY78vo0d5_izw0wD6tHC8tibm4c6ppJ3kolmoK-uodexy2Fcl2heCcLWLgdeXOibIqICaZhn_xq0mHgbDi6N_S672_cuyjwy9uR27iCu0P_2VWAFycgob2r_rdf_AX2WqMp</recordid><startdate>20190508</startdate><enddate>20190508</enddate><creator>Kaimori, Yoshiyasu</creator><creator>Hiyoshi, Yui</creator><creator>Kawasaki, Tsuneomi</creator><creator>Matsumoto, Arimasa</creator><creator>Soai, Kenso</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-8060-444X</orcidid><orcidid>https://orcid.org/0000-0002-6332-2096</orcidid><orcidid>https://orcid.org/0000-0002-1001-572X</orcidid></search><sort><creationdate>20190508</creationdate><title>Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions</title><author>Kaimori, Yoshiyasu ; Hiyoshi, Yui ; Kawasaki, Tsuneomi ; Matsumoto, Arimasa ; Soai, Kenso</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c373t-f55769d368587eb0edcaeb369da0399d933114a8862be2e47f107987f19b29793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Autocatalysis</topic><topic>Chirality</topic><topic>Crystallography</topic><topic>Enantiomers</topic><topic>Modularity</topic><topic>Statistical analysis</topic><topic>Vapor phases</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kaimori, Yoshiyasu</creatorcontrib><creatorcontrib>Hiyoshi, Yui</creatorcontrib><creatorcontrib>Kawasaki, Tsuneomi</creatorcontrib><creatorcontrib>Matsumoto, Arimasa</creatorcontrib><creatorcontrib>Soai, Kenso</creatorcontrib><collection>PubMed</collection><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><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kaimori, Yoshiyasu</au><au>Hiyoshi, Yui</au><au>Kawasaki, Tsuneomi</au><au>Matsumoto, Arimasa</au><au>Soai, Kenso</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2019-05-08</date><risdate>2019</risdate><volume>55</volume><issue>36</issue><spage>5223</spage><epage>5226</epage><pages>5223-5226</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid-vapor phase absolute asymmetric synthesis in conjunction with asymmetric autocatalysis with amplification of chirality. Each reaction, carried out in a test tube, between achiral powder crystals of pyrimidine-5-carbaldehyde and the vapor of diisopropylzinc, is controlled kinetically to afford either (
S
)- or (
R
)-pyrimidyl alkanol.
Absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions in conjunction with asymmetric autocatalysis was achieved.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>30968100</pmid><doi>10.1039/c9cc01875a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-8060-444X</orcidid><orcidid>https://orcid.org/0000-0002-6332-2096</orcidid><orcidid>https://orcid.org/0000-0002-1001-572X</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2019-05, Vol.55 (36), p.5223-5226 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_proquest_journals_2216707178 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Autocatalysis Chirality Crystallography Enantiomers Modularity Statistical analysis Vapor phases |
| title | Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-12T10%3A14%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Formation%20of%20enantioenriched%20alkanol%20with%20stochastic%20distribution%20of%20enantiomers%20in%20the%20absolute%20asymmetric%20synthesis%20under%20heterogeneous%20solid-vapor%20phase%20conditions&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Kaimori,%20Yoshiyasu&rft.date=2019-05-08&rft.volume=55&rft.issue=36&rft.spage=5223&rft.epage=5226&rft.pages=5223-5226&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c9cc01875a&rft_dat=%3Cproquest_cross%3E2216707178%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2216707178&rft_id=info:pmid/30968100&rfr_iscdi=true |