Highly diastereoselective synthesis of polycyclic amines via redox neutral C-H functionalizationElectronic supplementary information (ESI) available. CCDC 1054103 (3c), 1401266 (3p) and 1054104 (4c). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5nj01706h
Synthesis of polycyclic amines was achieved by benzoic acid catalysed reaction of 1-aryl THIQs and 1-aryl trypolines with o -allyl salicylaldehydes through the in situ generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excel...
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creator | Pavan Kumar, Chottanahalli S Harsha, Kachigere B Sandhya, Nagarakere C Ramesha, Ajjalli B Mantelingu, Kempegowda Rangappa, Kanchugarakoppal S |
description | Synthesis of polycyclic amines was achieved by benzoic acid catalysed reaction of 1-aryl THIQs and 1-aryl trypolines with
o
-allyl salicylaldehydes through the
in situ
generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excellent diastereoselectivities under simple and mild conditions.
Construction of polycyclic amines
via
C-H functionalization and 3+2 cycloaddition with high diastereoselectivities was achieved under mild conditions. |
doi_str_mv | 10.1039/c5nj01706h |
format | Article |
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o
-allyl salicylaldehydes through the
in situ
generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excellent diastereoselectivities under simple and mild conditions.
Construction of polycyclic amines
via
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o
-allyl salicylaldehydes through the
in situ
generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excellent diastereoselectivities under simple and mild conditions.
Construction of polycyclic amines
via
C-H functionalization and 3+2 cycloaddition with high diastereoselectivities was achieved under mild conditions.</description><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFUMFOwkAQXY0mInrxbjKehMTiLi0leC0QOHnQOxm3U7pku9vsFmL9ehck4WCip5nJe_PmvWHsTvCB4PHkWY7MhosxT8tz1hFxOokmw1RchF4kScRHSXrFrr3fcC7EOBWds8eFWpe6hVyhb8iR9aRJNmpH4FvTlOSVB1tAbXUrW6mVBKyUIQ87heAot59gaNs41JBFCyi2Jmxbg1p94b6Z7eWcNWHRb-taU0WmQdeCMoV11YEDvdnbsg-4Q6XxQ9MAsmyagQh-QyroxbL_BCLhYpimYaoD1eRHOIFeIvsDmFsHQeWASNf6BrW2a4d1GS7n2GA4CNlyDoFnQy4HdHL24wQ8EUxfly_w-5037LJA7en2WLvsfj57zxaR83JVO1WFSKsTPe6yh7_wVZ0X8X8a3_0XkPA</recordid><startdate>20151026</startdate><enddate>20151026</enddate><creator>Pavan Kumar, Chottanahalli S</creator><creator>Harsha, Kachigere B</creator><creator>Sandhya, Nagarakere C</creator><creator>Ramesha, Ajjalli B</creator><creator>Mantelingu, Kempegowda</creator><creator>Rangappa, Kanchugarakoppal S</creator><scope/></search><sort><creationdate>20151026</creationdate><title>Highly diastereoselective synthesis of polycyclic amines via redox neutral C-H functionalizationElectronic supplementary information (ESI) available. CCDC 1054103 (3c), 1401266 (3p) and 1054104 (4c). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5nj01706h</title><author>Pavan Kumar, Chottanahalli S ; Harsha, Kachigere B ; Sandhya, Nagarakere C ; Ramesha, Ajjalli B ; Mantelingu, Kempegowda ; Rangappa, Kanchugarakoppal S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c5nj01706h3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pavan Kumar, Chottanahalli S</creatorcontrib><creatorcontrib>Harsha, Kachigere B</creatorcontrib><creatorcontrib>Sandhya, Nagarakere C</creatorcontrib><creatorcontrib>Ramesha, Ajjalli B</creatorcontrib><creatorcontrib>Mantelingu, Kempegowda</creatorcontrib><creatorcontrib>Rangappa, Kanchugarakoppal S</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pavan Kumar, Chottanahalli S</au><au>Harsha, Kachigere B</au><au>Sandhya, Nagarakere C</au><au>Ramesha, Ajjalli B</au><au>Mantelingu, Kempegowda</au><au>Rangappa, Kanchugarakoppal S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly diastereoselective synthesis of polycyclic amines via redox neutral C-H functionalizationElectronic supplementary information (ESI) available. CCDC 1054103 (3c), 1401266 (3p) and 1054104 (4c). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5nj01706h</atitle><date>2015-10-26</date><risdate>2015</risdate><volume>39</volume><issue>11</issue><spage>8397</spage><epage>844</epage><pages>8397-844</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>Synthesis of polycyclic amines was achieved by benzoic acid catalysed reaction of 1-aryl THIQs and 1-aryl trypolines with
o
-allyl salicylaldehydes through the
in situ
generated azomethine ylide intermediates that undergo intramolecular [3+2]-cycloadditions with four new stereogenic centers in excellent diastereoselectivities under simple and mild conditions.
Construction of polycyclic amines
via
C-H functionalization and 3+2 cycloaddition with high diastereoselectivities was achieved under mild conditions.</abstract><doi>10.1039/c5nj01706h</doi><tpages>8</tpages></addata></record> |
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title | Highly diastereoselective synthesis of polycyclic amines via redox neutral C-H functionalizationElectronic supplementary information (ESI) available. CCDC 1054103 (3c), 1401266 (3p) and 1054104 (4c). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5nj01706h |
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