{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T17:20:00Z","timestamp":1760548800511,"version":"3.40.5"},"reference-count":63,"publisher":"American Chemical Society (ACS)","issue":"10","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2009,5,15]]},"DOI":"10.1021\/jo9004348","type":"journal-article","created":{"date-parts":[[2009,4,14]],"date-time":"2009-04-14T15:26:57Z","timestamp":1239722817000},"page":"3815-3819","source":"Crossref","is-referenced-by-count":59,"title":["Mechanistic Studies on \u03b1-Trifluoromethylation of Ketones via Silyl Enol Ethers and Its Application to Other Carbonyl Compounds"],"prefix":"10.1021","volume":"74","author":[{"given":"Kazuyuki","family":"Sato","sequence":"first","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Takashi","family":"Yuki","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ryoji","family":"Yamaguchi","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tetsuya","family":"Hamano","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Atsushi","family":"Tarui","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Masaaki","family":"Omote","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Itsumaro","family":"Kumadaki","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Akira","family":"Ando","sequence":"additional","affiliation":[{"name":"Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"316","published-online":{"date-parts":[[2009,4,14]]},"reference":[{"volume-title":"Organofluorine Chemistry: Techniques and Synthons","year":"1997","author":"Chambers R. D.","key":"ref1\/cit1a"},{"key":"ref1\/cit1b","doi-asserted-by":"crossref","DOI":"10.1007\/978-3-662-04164-2","volume-title":"Organofluorine Compounds: Chemistry and Applications","author":"Hiyama T.","year":"2000"},{"key":"ref1\/cit1c","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1021\/cr030685w","volume":"104","author":"Mikami K.","year":"2004","journal-title":"Chem. Rev."},{"key":"ref1\/cit1d","doi-asserted-by":"crossref","first-page":"6119","DOI":"10.1021\/cr030143e","volume":"104","author":"Ma J.-A.","year":"2004","journal-title":"Chem. Rev."},{"key":"ref1\/cit1e","doi-asserted-by":"crossref","DOI":"10.1021\/bk-2005-0911","volume-title":"Fluorine-Containing Synthons","author":"Soloshonok V. A.","year":"2005"},{"key":"ref1\/cit1f","doi-asserted-by":"crossref","DOI":"10.1002\/9780470988589","volume-title":"Organofluorine Chemistry","author":"Uneyama K.","year":"2006"},{"key":"ref1\/cit1g","doi-asserted-by":"crossref","first-page":"975","DOI":"10.1016\/j.jfluchem.2007.04.026","volume":"128","author":"Ma J.-A.","year":"2007","journal-title":"J. Fluorine Chem."},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"4095","DOI":"10.1016\/S0040-4039(01)88624-X","volume":"10","author":"Kobayashi Y.","year":"1969","journal-title":"Tetrahedron Lett."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"4071","DOI":"10.1016\/S0040-4039(01)86506-0","volume":"20","author":"Kobayashi Y.","year":"1979","journal-title":"Tetrahedron Lett."},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"5014","DOI":"10.1021\/ja00303a042","volume":"107","author":"Burton D. J.","year":"1985","journal-title":"J. Am. Chem. Soc."},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1016\/j.jfluchem.2004.11.007","volume":"126","author":"Langlois B. R.","year":"2005","journal-title":"J. Fluorine Chem."},{"key":"ref5\/cit5","unstructured":"For the nucleophilic trifluoromethylation by using CF3-TMS, see:"},{"key":"ref5\/cit5a","doi-asserted-by":"crossref","first-page":"393","DOI":"10.1021\/ja00183a073","volume":"111","author":"Prakash G. K. S.","year":"1989","journal-title":"J. Am. Chem. Soc."},{"key":"ref5\/cit5b","doi-asserted-by":"crossref","first-page":"984","DOI":"10.1021\/jo00003a017","volume":"56","author":"Krishnamurti R.","year":"1991","journal-title":"J. Org. Chem."},{"key":"ref5\/cit5c","doi-asserted-by":"crossref","first-page":"232","DOI":"10.15227\/orgsyn.072.0232","volume":"72","author":"Ramaiah P.","year":"1995","journal-title":"Org. Synth."},{"key":"ref5\/cit5d","doi-asserted-by":"crossref","first-page":"7613","DOI":"10.1016\/S0040-4020(00)00550-0","volume":"56","author":"Singh R. P.","year":"2000","journal-title":"Tetrahedron"},{"key":"ref5\/cit5e","doi-asserted-by":"crossref","first-page":"123","DOI":"10.1016\/S0022-1139(01)00477-8","volume":"112","author":"Prakash G. K. S.","year":"2001","journal-title":"J. Fluorine Chem."},{"key":"ref6\/cit6","unstructured":"For the nucleophilic trifluoromethylation by using CF3-I with TDAE, see:"},{"key":"ref6\/cit6a","doi-asserted-by":"crossref","first-page":"4271","DOI":"10.1021\/ol016933x","volume":"3","author":"A\u00eft-Mohand S.","year":"2001","journal-title":"Org. Lett."},{"key":"ref6\/cit6b","doi-asserted-by":"crossref","first-page":"3267","DOI":"10.1016\/S0040-4039(01)00447-6","volume":"42","author":"Petrov V. A.","year":"2001","journal-title":"Tetrahedron Lett."},{"key":"ref6\/cit6c","doi-asserted-by":"crossref","first-page":"4741","DOI":"10.1021\/jo050483v","volume":"70","author":"Xu W.","year":"2005","journal-title":"J. Org. Chem."},{"key":"ref6\/cit6d","doi-asserted-by":"crossref","first-page":"3564","DOI":"10.1021\/jo060250j","volume":"71","author":"Pooput C.","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref7\/cit7a","doi-asserted-by":"crossref","first-page":"5129","DOI":"10.1016\/S0040-4039(00)80698-X","volume":"29","author":"Lu X.","year":"1988","journal-title":"Tetrahedron Lett."},{"key":"ref7\/cit7b","doi-asserted-by":"crossref","first-page":"3159","DOI":"10.1016\/S0040-4039(00)99190-1","volume":"30","author":"Takeyama Y.","year":"1989","journal-title":"Tetrahedron Lett."},{"key":"ref7\/cit7c","doi-asserted-by":"crossref","first-page":"7027","DOI":"10.1016\/S0040-4039(03)01783-0","volume":"44","author":"Yajima T.","year":"2003","journal-title":"Tetrahedron Lett."},{"key":"ref8\/cit8a","doi-asserted-by":"crossref","first-page":"2156","DOI":"10.1021\/ja00059a009","volume":"115","author":"Umemoto T.","year":"1993","journal-title":"J. Am. Chem. Soc."},{"key":"ref8\/cit8b","doi-asserted-by":"crossref","first-page":"1757","DOI":"10.1021\/cr941149u","volume":"96","author":"Umemoto T.","year":"1996","journal-title":"Chem. Rev."},{"key":"ref8\/cit8c","doi-asserted-by":"crossref","first-page":"8726","DOI":"10.1021\/jo034881e","volume":"68","author":"Ma J.-A.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref9\/cit9","unstructured":"For the trifluoromethylation of silyl and germyl enolates of esters and ketones, see:"},{"key":"ref9\/cit9a","doi-asserted-by":"crossref","first-page":"6391","DOI":"10.1016\/S0040-4039(00)97073-4","volume":"31","author":"Miura K.","year":"1990","journal-title":"Tetrahedron Lett."},{"key":"ref9\/cit9b","doi-asserted-by":"crossref","first-page":"1542","DOI":"10.1246\/bcsj.64.1542","volume":"64","author":"Miura K.","year":"1991","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref10\/cit10","unstructured":"For the trifluoromethylation of lithium enolate of imides, see:"},{"key":"ref10\/cit10a","doi-asserted-by":"crossref","first-page":"2169","DOI":"10.1016\/S0040-4039(00)60373-8","volume":"34","author":"Iseki K.","year":"1993","journal-title":"Tetrahedron Lett."},{"key":"ref10\/cit10b","doi-asserted-by":"crossref","first-page":"961","DOI":"10.1016\/0957-4166(94)80046-4","volume":"5","author":"Iseki K.","year":"1994","journal-title":"Tetrahedron: Asymmetry"},{"key":"ref11\/cit11","unstructured":"For the trifluoromethylation of enamines, see:"},{"key":"ref11\/cit11a","doi-asserted-by":"crossref","first-page":"2031","DOI":"10.1016\/S0040-4039(00)75286-5","volume":"25","author":"Cantacuz\u00e8ne D.","year":"1975","journal-title":"Tetrahedron Lett."},{"key":"ref11\/cit11b","doi-asserted-by":"crossref","first-page":"1365","DOI":"10.1039\/P19770001365","author":"Cantacuz\u00e8ne D.","year":"1977","journal-title":"J. Chem. Soc., Perkin Trans. 1"},{"key":"ref11\/cit11c","doi-asserted-by":"crossref","first-page":"5186","DOI":"10.1021\/ja00304a026","volume":"107","author":"Kitazume T.","year":"1985","journal-title":"J. Am. Chem. Soc."},{"key":"ref11\/cit11d","doi-asserted-by":"crossref","first-page":"471","DOI":"10.1016\/S0022-1139(00)85102-7","volume":"30","author":"Semisch C.","year":"1986","journal-title":"J. Fluorine Chem."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"3558","DOI":"10.1016\/j.tetlet.2008.04.030","volume":"49","author":"Sato K.","year":"2008","journal-title":"Tetrahedron Lett."},{"key":"ref13\/cit13a","doi-asserted-by":"crossref","first-page":"649","DOI":"10.1021\/ol047565a","volume":"7","author":"Itoh Y.","year":"2005","journal-title":"Org. Lett."},{"key":"ref13\/cit13b","doi-asserted-by":"crossref","first-page":"4883","DOI":"10.1021\/ol0517574","volume":"7","author":"Itoh Y.","year":"2005","journal-title":"Org. Lett."},{"key":"ref13\/cit13c","doi-asserted-by":"crossref","first-page":"7199","DOI":"10.1016\/j.tet.2006.03.115","volume":"62","author":"Itoh Y.","year":"2006","journal-title":"Tetrahedron"},{"key":"ref13\/cit13d","doi-asserted-by":"crossref","first-page":"4671","DOI":"10.1021\/ol0611301","volume":"8","author":"Mikami K.","year":"2006","journal-title":"Org. Lett."},{"key":"ref13\/cit13e","doi-asserted-by":"crossref","first-page":"8918","DOI":"10.1021\/jo0616153","volume":"71","author":"Itoh Y.","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"563","DOI":"10.1039\/p19880000563","author":"Chen Q.-Y.","year":"1988","journal-title":"J. Chem. Soc., Perkin Trans. 1"},{"key":"ref15\/cit15a","doi-asserted-by":"crossref","first-page":"6335","DOI":"10.1016\/S0040-4039(98)01345-8","volume":"39","author":"Ryu I.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref15\/cit15b","doi-asserted-by":"crossref","first-page":"9189","DOI":"10.1021\/jo9912404","volume":"64","author":"Bertrand M. P.","year":"1999","journal-title":"J. Org. Chem."},{"key":"ref15\/cit15c","doi-asserted-by":"crossref","first-page":"3951","DOI":"10.1016\/S0040-4020(00)00327-6","volume":"56","author":"Bertrand M. P.","year":"2000","journal-title":"Tetrahedron"},{"key":"ref15\/cit15d","doi-asserted-by":"crossref","first-page":"3509","DOI":"10.1021\/ol0266572","volume":"4","author":"Yamada K.","year":"2002","journal-title":"Org. Lett."},{"key":"ref16\/cit16","doi-asserted-by":"crossref","first-page":"827","DOI":"10.1002\/(SICI)1521-3749(199905)625:5<827::AID-ZAAC827>3.0.CO;2-H","volume":"625","author":"Naumann D.","year":"1999","journal-title":"Z. Anorg. Allg. Chem."},{"key":"ref17\/cit17a","doi-asserted-by":"crossref","first-page":"4359","DOI":"10.1021\/ol048134v","volume":"6","author":"Sato K.","year":"2004","journal-title":"Org. Lett."},{"key":"ref17\/cit17b","doi-asserted-by":"crossref","first-page":"177","DOI":"10.15227\/orgsyn.083.0177","volume":"83","author":"Sato K.","year":"2006","journal-title":"Org. Synth."},{"key":"ref17\/cit17c","doi-asserted-by":"crossref","first-page":"12735","DOI":"10.1016\/j.tet.2007.09.081","volume":"63","author":"Sato K.","year":"2007","journal-title":"Tetrahedron"},{"key":"ref18\/cit18a","doi-asserted-by":"crossref","first-page":"183","DOI":"10.1016\/S0022-1139(00)82015-1","volume":"37","author":"Molines H.","year":"1987","journal-title":"J. Fluorine Chem."},{"key":"ref18\/cit18b","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1016\/S0022-1139(00)80112-8","volume":"61","author":"Duan J.-X.","year":"1993","journal-title":"J. Fluorine Chem."},{"key":"ref18\/cit18c","doi-asserted-by":"crossref","first-page":"594","DOI":"10.1039\/B315705A","author":"Hagooly A.","year":"2004","journal-title":"Chem. Commun."},{"key":"ref19\/cit19a","doi-asserted-by":"crossref","first-page":"705","DOI":"10.1039\/c39890000705","author":"Chen Q.","year":"1989","journal-title":"J. Chem. Soc., Chem. Commun."},{"key":"ref19\/cit19b","doi-asserted-by":"crossref","first-page":"2169","DOI":"10.1016\/S0040-4039(00)60373-8","volume":"34","author":"Iseki K.","year":"1993","journal-title":"Tetrahedron Lett."},{"key":"ref19\/cit19c","doi-asserted-by":"crossref","first-page":"189","DOI":"10.1016\/S0022-1139(03)00133-7","volume":"123","author":"Xiao J.-C.","year":"2003","journal-title":"J. Fluorine Chem."},{"key":"ref20\/cit20a","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1016\/0022-328X(94)05154-4","volume":"489","author":"Paratian J. M.","year":"1995","journal-title":"J. Organomet. Chem."},{"key":"ref20\/cit20b","doi-asserted-by":"crossref","first-page":"155","DOI":"10.1080\/10426509708031590","volume":"129","author":"Kamigata N.","year":"1997","journal-title":"Phosphorus, Sulfur Silicon Relat. Elem."},{"key":"ref20\/cit20c","doi-asserted-by":"crossref","first-page":"2678","DOI":"10.1021\/jo062544a","volume":"72","author":"Nowak I.","year":"2007","journal-title":"J. Org. Chem."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jo9004348","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,14]],"date-time":"2023-03-14T03:26:43Z","timestamp":1678764403000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jo9004348"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2009,4,14]]},"references-count":63,"journal-issue":{"issue":"10","published-print":{"date-parts":[[2009,5,15]]}},"alternative-id":["10.1021\/jo9004348"],"URL":"https:\/\/doi.org\/10.1021\/jo9004348","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"type":"print","value":"0022-3263"},{"type":"electronic","value":"1520-6904"}],"subject":[],"published":{"date-parts":[[2009,4,14]]}}}