Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples
The direct amination of cyanohydrins with amines via a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and ( S )-BINO...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2020-01, Vol.56 (4), p.651-654 |
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container_title | Chemical communications (Cambridge, England) |
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creator | Liu, Tang-Lin Li, Zhao-Feng Tao, Jing Li, Qing-Hua Li, Wan-Fang Li, Qian Ren, Li-Qing Peng, Yun-Gui |
description | The direct amination of cyanohydrins with amines
via
a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and (
S
)-BINOL ligands enabled an asymmetric cyano-borrowing reaction with moderate to high enantioselectivity.
The direct amination was developed of cyanohydrins with amines
via
catalytic cyano-borrowing reaction based on the use of a titanium catalyst supported by quinine and (
S
)-BINOL ligands. |
doi_str_mv | 10.1039/c9cc08576a |
format | Article |
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via
a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and (
S
)-BINOL ligands enabled an asymmetric cyano-borrowing reaction with moderate to high enantioselectivity.
The direct amination was developed of cyanohydrins with amines
via
catalytic cyano-borrowing reaction based on the use of a titanium catalyst supported by quinine and (
S
)-BINOL ligands.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c9cc08576a</identifier><identifier>PMID: 31840151</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Amines ; Enantiomers ; Functional groups ; Substrates ; Titanium</subject><ispartof>Chemical communications (Cambridge, England), 2020-01, Vol.56 (4), p.651-654</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-ff67691b389bf1568aa5f537c5c75a7d40513cb2077ef730e6db9632e2c3f3643</citedby><cites>FETCH-LOGICAL-c337t-ff67691b389bf1568aa5f537c5c75a7d40513cb2077ef730e6db9632e2c3f3643</cites><orcidid>0000-0002-7318-4520</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31840151$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Tang-Lin</creatorcontrib><creatorcontrib>Li, Zhao-Feng</creatorcontrib><creatorcontrib>Tao, Jing</creatorcontrib><creatorcontrib>Li, Qing-Hua</creatorcontrib><creatorcontrib>Li, Wan-Fang</creatorcontrib><creatorcontrib>Li, Qian</creatorcontrib><creatorcontrib>Ren, Li-Qing</creatorcontrib><creatorcontrib>Peng, Yun-Gui</creatorcontrib><title>Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The direct amination of cyanohydrins with amines
via
a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and (
S
)-BINOL ligands enabled an asymmetric cyano-borrowing reaction with moderate to high enantioselectivity.
The direct amination was developed of cyanohydrins with amines
via
catalytic cyano-borrowing reaction based on the use of a titanium catalyst supported by quinine and (
S
)-BINOL ligands.</description><subject>Amines</subject><subject>Enantiomers</subject><subject>Functional groups</subject><subject>Substrates</subject><subject>Titanium</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpd0c2L1TAQAPAgivt29eJdCXhZhGrSaZrG21J2VXjgRcFbSdOJm0ebPJPW9fnXm_fhE8wlA_ObYZgh5AVnbzkD9c4oY1gjZK0fkRWHuipE1Xx7vI-FKiRU4oJcprRh-XHRPCUXwJsqh3xFfLvTPhR9iDE8OP_9PZ3drL1bpsLoWY-73zjQwUU0M9WT83p2wdNgqdnX3e-G6HyiD26-P6QxUe0Hil77DBOOuc79RIq_9LQdMT0jT6weEz4__Vfk693tl_Zjsf784VN7sy4MgJwLa2tZK95Do3rLRd1oLawAaYSRQsuhYoKD6UsmJVoJDOuhVzWUWBqweQFwRa6Pfbcx_Fgwzd3kksFx1B7DkroSSglSsbLM9PV_dBOW6PN0WQEooUoFWb05KhNDShFtt41u0nHXcdbtr9C1qm0PV7jJ-NWp5dJPOJzp37Vn8PIIYjLn7L8zwh_5y41k</recordid><startdate>20200114</startdate><enddate>20200114</enddate><creator>Liu, Tang-Lin</creator><creator>Li, Zhao-Feng</creator><creator>Tao, Jing</creator><creator>Li, Qing-Hua</creator><creator>Li, Wan-Fang</creator><creator>Li, Qian</creator><creator>Ren, Li-Qing</creator><creator>Peng, Yun-Gui</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/0000-0002-7318-4520</orcidid></search><sort><creationdate>20200114</creationdate><title>Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples</title><author>Liu, Tang-Lin ; Li, Zhao-Feng ; Tao, Jing ; Li, Qing-Hua ; Li, Wan-Fang ; Li, Qian ; Ren, Li-Qing ; Peng, Yun-Gui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-ff67691b389bf1568aa5f537c5c75a7d40513cb2077ef730e6db9632e2c3f3643</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Amines</topic><topic>Enantiomers</topic><topic>Functional groups</topic><topic>Substrates</topic><topic>Titanium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Tang-Lin</creatorcontrib><creatorcontrib>Li, Zhao-Feng</creatorcontrib><creatorcontrib>Tao, Jing</creatorcontrib><creatorcontrib>Li, Qing-Hua</creatorcontrib><creatorcontrib>Li, Wan-Fang</creatorcontrib><creatorcontrib>Li, Qian</creatorcontrib><creatorcontrib>Ren, Li-Qing</creatorcontrib><creatorcontrib>Peng, Yun-Gui</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>Liu, Tang-Lin</au><au>Li, Zhao-Feng</au><au>Tao, Jing</au><au>Li, Qing-Hua</au><au>Li, Wan-Fang</au><au>Li, Qian</au><au>Ren, Li-Qing</au><au>Peng, Yun-Gui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2020-01-14</date><risdate>2020</risdate><volume>56</volume><issue>4</issue><spage>651</spage><epage>654</epage><pages>651-654</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The direct amination of cyanohydrins with amines
via
a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium catalyst supported by quinine and (
S
)-BINOL ligands enabled an asymmetric cyano-borrowing reaction with moderate to high enantioselectivity.
The direct amination was developed of cyanohydrins with amines
via
catalytic cyano-borrowing reaction based on the use of a titanium catalyst supported by quinine and (
S
)-BINOL ligands.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>31840151</pmid><doi>10.1039/c9cc08576a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-7318-4520</orcidid></addata></record> |
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ispartof | Chemical communications (Cambridge, England), 2020-01, Vol.56 (4), p.651-654 |
issn | 1359-7345 1364-548X |
language | eng |
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source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
subjects | Amines Enantiomers Functional groups Substrates Titanium |
title | Cyano-borrowing: titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples |
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