{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2023,10,22]],"date-time":"2023-10-22T10:17:11Z","timestamp":1697969831901},"reference-count":11,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2006,9,23]],"date-time":"2006-09-23T00:00:00Z","timestamp":1158969600000},"content-version":"vor","delay-in-days":6109,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[1990,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Durch Behandlung mit Tris\u2010(dimethylamino)\u2010methan bzw. Formylierung und Umsetzung mit Piperidin wird <jats:bold>1<\/jats:bold> in <jats:bold>5a,b<\/jats:bold> \u00fcberf\u00fchrt, die sich im Gegensatz zum homologen <jats:bold>6<\/jats:bold> und anderen \u03b1\u2010Aminomethylen\u2010\u03b3\u2010 und \u03b4\u2010lactonen nicht zu entspr. \u03b1\u2010Aminomethyl\u2010lactonen <jats:bold>4a,b<\/jats:bold> reduzieren lassen. Aus pr\u00e4parativen und gc\/ms\u2010analytischen Untersuchungen wird deutlich: In \u03b1\u2010Stellung eines \u03b4,\u03b4\u2010diarylierten \u03b4\u2010Lactons ist eine Aminomethylgruppierung instabil und eliminiert leicht Amin. Als Endprodukte treten <jats:bold>7<\/jats:bold> (NaCNBH<jats:sub>3<\/jats:sub>) oder <jats:bold>9<\/jats:bold> (H<jats:sub>2<\/jats:sub>\/Pt) auf. \u00d6ffnet sich im Reaktionsverlauf der Lactonring, so bleibt auch die Aminomethylgruppe erhalten und <jats:bold>10,11<\/jats:bold> werden gebildet <jats:bold>5a<\/jats:bold> zeigt am isolierten Meerschweinchen\u2010Ileum keine H<jats:sup>1<\/jats:sup>\u2010antihistaminische und nur schwache parasympatholytische Wirkung.<\/jats:p>","DOI":"10.1002\/ardp.19903230212","type":"journal-article","created":{"date-parts":[[2006,10,17]],"date-time":"2006-10-17T05:49:47Z","timestamp":1161064187000},"page":"117-120","source":"Crossref","is-referenced-by-count":5,"title":["Lactone, 22. Mitt.<sup>1<\/sup>): Zur Synthese und Reduktion von \u03b1\u2010Aminomethylen\u2010\u03b4, \u03b4\u2010diphenyl\u2010\u03b4\u2010valerolactonen"],"prefix":"10.1002","volume":"323","author":[{"given":"Jochen","family":"Lehmann","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michael","family":"Neugebauer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Norbert","family":"Marquardt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2006,9,23]]},"reference":[{"key":"e_1_2_1_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.19883211117"},{"key":"e_1_2_1_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.19883211109"},{"key":"e_1_2_1_4_2","doi-asserted-by":"crossref","unstructured":"J.LehmannundN.Marquardt Liebigs Ann. 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D.Poulter Tetrahedron Lett.(1977) 1621.","DOI":"10.1016\/S0040-4039(01)93231-9"},{"key":"e_1_2_1_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00925a017"},{"key":"e_1_2_1_12_2","doi-asserted-by":"crossref","unstructured":"M.Tramontini Synthesis1973 703.","DOI":"10.1055\/s-1973-22294"}],"container-title":["Archiv der Pharmazie"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fardp.19903230212","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ardp.19903230212","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,18]],"date-time":"2023-10-18T23:22:29Z","timestamp":1697671349000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ardp.19903230212"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1990,1]]},"references-count":11,"journal-issue":{"issue":"2","published-print":{"date-parts":[[1990,1]]}},"alternative-id":["10.1002\/ardp.19903230212"],"URL":"https:\/\/doi.org\/10.1002\/ardp.19903230212","archive":["Portico"],"relation":{},"ISSN":["0365-6233","1521-4184"],"issn-type":[{"value":"0365-6233","type":"print"},{"value":"1521-4184","type":"electronic"}],"subject":[],"published":{"date-parts":[[1990,1]]}}}