Proline-Based P,N Ligands in Palladium-Catalyzed Asymmetric π-Allyl Additions
Excellent yields and at least 95 % ee can be achieved for the addition of dimethyl malonate to cycloalkenyl acetates by using a palladium complex of the new phosphanyldihydrooxazole ligand L as a catalyst (see scheme). The ligand L can be synthesized from commercially available trans 4‐hydroxy‐L‐pro...
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| Veröffentlicht in: | Angewandte Chemie International Edition 1999-09, Vol.38 (18), p.2750-2752 |
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| container_title | Angewandte Chemie International Edition |
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| creator | Gilbertson, Scott R. Xie, Dejian |
| description | Excellent yields and at least 95 % ee can be achieved for the addition of dimethyl malonate to cycloalkenyl acetates by using a palladium complex of the new phosphanyldihydrooxazole ligand L as a catalyst (see scheme). The ligand L can be synthesized from commercially available trans 4‐hydroxy‐L‐proline in four steps. BOC=tert‐butoxycarbonyl. |
| doi_str_mv | 10.1002/(SICI)1521-3773(19990917)38:18<2750::AID-ANIE2750>3.0.CO;2-5 |
| format | Article |
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The ligand L can be synthesized from commercially available trans 4‐hydroxy‐L‐proline in four steps. BOC=tert‐butoxycarbonyl.</description><subject>Alkylations</subject><subject>Asymmetric catalysis</subject><subject>N ligands</subject><subject>P,N ligands</subject><subject>Palladium</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNqNkF2L1DAUhoso7rr6F6SXs2DGJKdp0lGE2lnXssPMgIqLCMdOm0rWfqxNB61X_kP_kindHQQRvMpJePM-h8fzlozOGaX86exNmqSnTHBGQEqYsSiKaMTkKagFU8-5FHSxiNMlidfp2Xh7AXM6TzbPOBF3vOPDx7tuDgCIVIIdeQ-svXLtStHwvnfEqKAKJD321tuurUyjycvM6sLfPln7K_M5awrrm8bfZlWVFWZfkyTrs2r44SKxHepa953J_V8_SVxVQ-XHRWF60zb2oXevzCqrH92cJ967V2dvk9dktTlPk3hF8oAzSgBKrgPNdRiFOeRUcKlCxWSogyDnKqRKqbzUUckiKCWNClaWjAk38t0OgMKJN5t6r7v2617bHmtjc-22bXS7t8iUiIA5dcJFP07RvGut7XSJ152ps25ARnE0jjgax1EcjuLw1jiCckU4OkZ0xvHWOAJSTDbIcax_fLPJflfr4o_ySbELfJoC30ylh7_g_8H-B_rw5hBkQhjb6-8HRNZ9wVCCFPh-fY4fLpZwcXkZIIffB2urkA</recordid><startdate>19990917</startdate><enddate>19990917</enddate><creator>Gilbertson, Scott R.</creator><creator>Xie, Dejian</creator><general>WILEY-VCH Verlag GmbH</general><general>WILEY‐VCH Verlag GmbH</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>19990917</creationdate><title>Proline-Based P,N Ligands in Palladium-Catalyzed Asymmetric π-Allyl Additions</title><author>Gilbertson, Scott R. ; Xie, Dejian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4210-33f2e4e2e696c3c0527868176e44c2860888cfe9f193f709d1ff115f702bb3303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Alkylations</topic><topic>Asymmetric catalysis</topic><topic>N ligands</topic><topic>P,N ligands</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gilbertson, Scott R.</creatorcontrib><creatorcontrib>Xie, Dejian</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gilbertson, Scott R.</au><au>Xie, Dejian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Proline-Based P,N Ligands in Palladium-Catalyzed Asymmetric π-Allyl Additions</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>1999-09-17</date><risdate>1999</risdate><volume>38</volume><issue>18</issue><spage>2750</spage><epage>2752</epage><pages>2750-2752</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Excellent yields and at least 95 % ee can be achieved for the addition of dimethyl malonate to cycloalkenyl acetates by using a palladium complex of the new phosphanyldihydrooxazole ligand L as a catalyst (see scheme). 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| fulltext | fulltext |
| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 1999-09, Vol.38 (18), p.2750-2752 |
| issn | 1433-7851 1521-3773 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1859311995 |
| source | Wiley-Blackwell Journals |
| subjects | Alkylations Asymmetric catalysis N ligands P,N ligands Palladium |
| title | Proline-Based P,N Ligands in Palladium-Catalyzed Asymmetric π-Allyl Additions |
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