{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,5]],"date-time":"2026-09-05T03:04:02Z","timestamp":1788577442331,"version":"build-2803163510"},"reference-count":63,"publisher":"Wiley","issue":"50","license":[{"start":{"date-parts":[[2013,11,5]],"date-time":"2013-11-05T00:00:00Z","timestamp":1383609600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2013,12,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Tandem reactions for the efficient synthesis of multifunctionalized 1,2,3,4\u2010tetrahydropyridines, 2,3\u2010dihydropyridin\u20104(1\n                    <jats:italic>H<\/jats:italic>\n                    )\u2010ones, and pyridine derivatives have been developed and reaction mechanisms have been investigated. Synthetic cascades are initiated by the Zn(OTf)\n                    <jats:sub>2<\/jats:sub>\n                    \u2010mediated [5+1] cycloaddition of\n                    <jats:italic>N<\/jats:italic>\n                    \u2010formylmethyl\u2010substituted tertiary enamides to isocyanides, thus leading to the versatile heterocyclic enamino imine intermediates. Interception of the intermediates by diastereoselective reduction of imine functionality with Me\n                    <jats:sub>4<\/jats:sub>\n                    NBH(OAc)\n                    <jats:sub>3<\/jats:sub>\n                    afforded 1,6\u2010disubstituted\n                    <jats:italic>trans\u2010<\/jats:italic>\n                    3\u2010hydroxy\u20104\u2010arylamino\u2010 or \u2010alkylamino\u20101,2,3,4\u2010tetrahydropyridines, whereas acylation of the imino group followed by acidic hydrolysis produced 1,6\u2010disubstituted 3\u2010acyloxy\u20102,3\u2010dihydropyridin\u20104(1\n                    <jats:italic>H<\/jats:italic>\n                    )\u2010ones. Aerobic oxidation led to the aromatization followed by intermolecular acyl\u2010group transfer from the pyridinium nitrogen to the 3\u2010hydroxy moiety, thereby yielding substituted 3\u2010acyloxy\u20104\u2010aminopyridines. Synthetic potentials of the resulting products have been demonstrated by expedient and highly stereoselective synthesis of\n                    <jats:italic>cis<\/jats:italic>\n                    ,\n                    <jats:italic>cis<\/jats:italic>\n                    \u20104,5\u2010dihydroxy\u20102\u2010phenylpiperidine and\n                    <jats:italic>trans,trans<\/jats:italic>\n                    \u20104\u2010amino\u20105\u2010hydroxy\u20102\u2010phenylpiperidine compounds, which are important in medicinal chemistry, through simple and practical reduction reactions.\n                  <\/jats:p>","DOI":"10.1002\/chem.201303221","type":"journal-article","created":{"date-parts":[[2013,11,5]],"date-time":"2013-11-05T16:19:23Z","timestamp":1383668363000},"page":"16981-16987","source":"Crossref","is-referenced-by-count":37,"title":["Synthesis of Multifunctionalized 1,2,3,4\u2010Tetrahydropyridines, 2,3\u2010Dihydropyridin\u20104(1\n                    <i>H<\/i>\n                    )\u2010ones, and Pyridines from Tandem Reactions Initiated by [5+1] Cycloaddition of\n                    <i>N<\/i>\n                    \u2010Formylmethyl\u2010Substituted Enamides to Isocyanides: Mechanistic Insight and Synthetic Application"],"prefix":"10.1002","volume":"19","author":[{"given":"Chuan\u2010Hu","family":"Lei","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"De\u2010Xian","family":"Wang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liang","family":"Zhao","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jieping","family":"Zhu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mei\u2010Xiang","family":"Wang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2013,11,5]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2004.04.043"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.20967"},{"key":"e_1_2_6_3_2","first-page":"551","volume":"12","author":"Mateeva N. 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