{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T01:25:34Z","timestamp":1760318734982,"version":"build-2065373602"},"reference-count":55,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2006,8,10]],"date-time":"2006-08-10T00:00:00Z","timestamp":1155168000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2006,9,18]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Catalyzed by [CpRu(CH<jats:sub>3<\/jats:sub>CN)<jats:sub>3<\/jats:sub>]PF<jats:sub>6<\/jats:sub>, the hydrative cyclization of dipropargylic sulfone substrates provides an effective way to synthesize highly functionalized substituted 3\u2010sulfolenes. The amount of water is crucial for the reactivity of this cycloisomerization reaction. The scope and limitations of the Ru\u2010catalyzed cycloisomerization are discussed. A marked ketone\u2010directing effect was observed for the first time in ruthenium\u2010catalyzed cyclizations. A plausible mechanism for the ketone\u2010directed cycloisomerization is also rationalized. The utility of this method was demonstrated by both sulfur dioxide extrusion of the 3\u2010sulfolenes to afford 1,3\u2010dienes and subsequent inter\u2010 or intramolecular Diels\u2013Alder reactions.<\/jats:p>","DOI":"10.1002\/asia.200600109","type":"journal-article","created":{"date-parts":[[2006,8,10]],"date-time":"2006-08-10T05:19:27Z","timestamp":1155187167000},"page":"469-478","source":"Crossref","is-referenced-by-count":19,"title":["Synthesis of Substituted 1,3\u2010Diene Synthetic Equivalents by a Ru\u2010Catalyzed Diyne Hydrative Cyclization"],"prefix":"10.1002","volume":"1","author":[{"given":"Barry\u2005M.","family":"Trost","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiaojun","family":"Huang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2006,9,7]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","first-page":"227","volume":"2","author":"Leonard J.","year":"1998","journal-title":"Organosulfur Chem."},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1993-25863"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo980044e"},{"key":"e_1_2_6_5_2","first-page":"1691","author":"Chou S.\u2010S. 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This reaction could be carried out in refluxing toluene or even at lower (ambient) temperatures:"},{"key":"e_1_2_6_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol0345226"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)00897-0"},{"key":"e_1_2_6_45_2","unstructured":"\u00a0"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol0345529"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20010401)113:7<1317::AID-ANGE1317>3.0.CO;2-X"},{"key":"e_1_2_6_47_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20010401)40:7<1277::AID-ANIE1277>3.0.CO;2-E"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9939744"},{"key":"e_1_2_6_49_2","doi-asserted-by":"publisher","DOI":"10.1039\/c39830001057"},{"key":"e_1_2_6_50_2","unstructured":"\u00a0"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-328X(00)82927-7"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00063a014"},{"key":"e_1_2_6_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/om020143p"},{"key":"e_1_2_6_54_2","unstructured":"Preparation of7: DIAD was added to a stirred and cooled (0\u2009\u00b0C) solution of Ph3P (13.32\u2005g 50.8\u2005mmol) in PhH (250\u2005mL). After 15\u2005min a solution of 2\u2010butyne\u20101\u2010ol (3.8\u2005mL 50.8\u2005mmol) and thiolacetic acid (3.6\u2005mL 50.4\u2005mmol) in PhH (50\u2005mL) was added. The cooling bath was removed and stirring was continued for 5\u2005h. The solvent was then evaporated in\u2005vacuo. Flash chromatography of the residue over silica gel gave7(5.6\u2005g 87\u2009%) as a colorless oil.Rf=0.64 (EtOAC\/petroleum ether=1:10); IR (thin film):$\\tilde \\nu $=2959 2920 2855 2237 1698 1434 1354 1243 1136 1107 959 627\u2005cm\u22121;1H\u2005NMR (300\u2005MHz CDCl3): 3.59 (q J=2.4\u2005Hz 2\u2009H) 2.32 (s 3\u2009H) 1.77\u2005ppm (t J=2.4\u2005Hz 3\u2009H);13C\u2005NMR (75.4\u2005MHz CDCl3): 194.4 78.8 73.4 30.1 18.2 3.6\u2005ppm."}],"container-title":["Chemistry \u2013 An Asian Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fasia.200600109","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/asia.200600109","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T20:28:52Z","timestamp":1759955332000},"score":1,"resource":{"primary":{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/10.1002\/asia.200600109"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2006,9,7]]},"references-count":55,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2006,9,18]]}},"alternative-id":["10.1002\/asia.200600109"],"URL":"https:\/\/doi.org\/10.1002\/asia.200600109","archive":["Portico"],"relation":{},"ISSN":["1861-4728","1861-471X"],"issn-type":[{"type":"print","value":"1861-4728"},{"type":"electronic","value":"1861-471X"}],"subject":[],"published":{"date-parts":[[2006,9,7]]}}}