{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,13]],"date-time":"2026-05-13T11:19:42Z","timestamp":1778671182204,"version":"3.51.4"},"reference-count":48,"publisher":"Pharmaceutical Society of Japan","issue":"9","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem. Pharm. Bull.","CHEMICAL & PHARMACEUTICAL BULLETIN"],"published-print":{"date-parts":[[2022,9,1]]},"DOI":"10.1248\/cpb.c22-00041","type":"journal-article","created":{"date-parts":[[2022,8,31]],"date-time":"2022-08-31T22:11:22Z","timestamp":1661983882000},"page":"616-623","source":"Crossref","is-referenced-by-count":3,"title":["Theoretical Insights into the Substrate-Dependent Diastereodivergence in (3\u2009+\u20092) Cycloaddition of \u03b1-Keto Ester Enolates with Nitrones"],"prefix":"10.1248","volume":"70","author":[{"given":"Yoshihiro","family":"Sohtome","sequence":"first","affiliation":[{"name":"Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research"},{"name":"Catalysis and Integrated Research Group, RIKEN Center for Sustainable Resource Science"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mikiko","family":"Sodeoka","sequence":"additional","affiliation":[{"name":"Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research"},{"name":"Catalysis and Integrated Research Group, RIKEN Center for Sustainable Resource Science"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"163","reference":[{"key":"1","doi-asserted-by":"crossref","unstructured":"1) Berthet M., Cheviet T., Dujardin G., Parrot I., Martinez J., Chem. Rev.<\/i>, 116<\/b>, 15235\u201315283 (2016).","DOI":"10.1021\/acs.chemrev.6b00543"},{"key":"2","doi-asserted-by":"crossref","unstructured":"2) Hashimoto T., Maruoka K., Chem. Rev.<\/i>, 115<\/b>, 5366\u20135412 (2015).","DOI":"10.1021\/cr5007182"},{"key":"3","doi-asserted-by":"crossref","unstructured":"3) Sustmann R., Tetrahedron Lett.<\/i>, 12<\/b>, 2717\u20132720 (1971).","DOI":"10.1016\/S0040-4039(01)96961-8"},{"key":"4","doi-asserted-by":"crossref","unstructured":"4) Sustmann R., Pure Appl. Chem.<\/i>, 40<\/b>, 569\u2013593 (1974).","DOI":"10.1351\/pac197440040569"},{"key":"5","doi-asserted-by":"crossref","unstructured":"5) Sohtome Y., Nakamura G., Muranaka A., Hashizume D., Lectard S., Tsuchimoto T., Uchiyama M., Sodeoka M., Nat. Commun.<\/i>, 8<\/b>, 14875 (2017).","DOI":"10.1038\/ncomms14875"},{"key":"6","doi-asserted-by":"crossref","unstructured":"6) Bartlett S. L., Sohtome Y., Hashizume D., White P. S., Sawamura M., Johnson J. S., Sodeoka M., J. Am. Chem. Soc.<\/i>, 139<\/b>, 8661\u20138666 (2017).","DOI":"10.1021\/jacs.7b03782"},{"key":"7","doi-asserted-by":"crossref","unstructured":"7) Ezawa T., Sohtome Y., Hashizume D., Adachi M., Akakabe M., Koshino H., Sodeoka M., J. Am. Chem. Soc.<\/i>, 143<\/b>, 9094\u20139104 (2021).","DOI":"10.1021\/jacs.1c02833"},{"key":"8","doi-asserted-by":"crossref","unstructured":"8) Sohtome Y., Sodeoka M., Synlett<\/i>, 31<\/b>, 523\u2013534 (2020).","DOI":"10.1055\/s-0039-1690722"},{"key":"9","doi-asserted-by":"crossref","unstructured":"9) Raimondi W., Bonne D., Rodriguez J., Chem. Commun.<\/i>, 48<\/b>, 6763\u20136775 (2012).","DOI":"10.1039\/c2cc30691c"},{"key":"10","doi-asserted-by":"crossref","unstructured":"10) Merino P., Tejero T., Synlett<\/i>, 1967\u20131977 (2011).","DOI":"10.1055\/s-0030-1260979"},{"key":"11","doi-asserted-by":"crossref","unstructured":"11) Yu S., Ishida H., Juarez-Garcia M. E., Bode J. W., Chem. Sci<\/i>, 1<\/b>, 637\u2013641 (2010).","DOI":"10.1039\/c0sc00317d"},{"key":"12","doi-asserted-by":"crossref","unstructured":"12) Huang Y.-L., Bode J. W., Nat. Chem.<\/i>, 6<\/b>, 877\u2013884 (2014).","DOI":"10.1038\/nchem.2048"},{"key":"13","doi-asserted-by":"crossref","unstructured":"13) Stepek I. A., Cao T., Koetemann A., Shimura S., Wollscheid B., Bode J. W., ACS Chem. Biol.<\/i>, 14<\/b>, 1030\u20131040 (2019).","DOI":"10.1021\/acschembio.9b00227"},{"key":"14","doi-asserted-by":"crossref","unstructured":"14) Krautwald S., Carreira E. M., J. Am. Chem. Soc.<\/i>, 139<\/b>, 5627\u20135639 (2017).","DOI":"10.1021\/jacs.6b13340"},{"key":"15","doi-asserted-by":"crossref","unstructured":"15) Lin L., Feng X., Chem. Eur. J.<\/i>, 23<\/b>, 6464\u20136482 (2017).","DOI":"10.1002\/chem.201604617"},{"key":"16","doi-asserted-by":"crossref","unstructured":"16) Bihani M., Zhao J. C.-G., Adv. Synth. Catal.<\/i>, 359<\/b>, 534\u2013575 (2017).","DOI":"10.1002\/adsc.201601188"},{"key":"17","doi-asserted-by":"crossref","unstructured":"17) Beletskaya I. P., Naj\u0301era C., Yus M., Chem. Rev.<\/i>, 118<\/b>, 5080\u20135200 (2018).","DOI":"10.1021\/acs.chemrev.7b00561"},{"key":"18","doi-asserted-by":"crossref","unstructured":"18) Flierler U., Stalke D., \u201cElectron Density and Chemical Bonding I, Experimental Charge Density Studies,\u201d ed.. by Stalke D., Springer-Verlag, Berlin, Heidelberg, 2012, pp. 1\u201320.","DOI":"10.1007\/430_2012_80"},{"key":"19","doi-asserted-by":"crossref","unstructured":"19) Hashizume D., Adv. Mater.<\/i>, 29<\/b>, 1605175 (2017).","DOI":"10.1002\/adma.201605175"},{"key":"20","doi-asserted-by":"crossref","unstructured":"20) Sperger T., Sanhueza I. A., Schoenebeck F., Acc. Chem. Res.<\/i>, 49<\/b>, 1311\u20131319 (2016).","DOI":"10.1021\/acs.accounts.6b00068"},{"key":"21","doi-asserted-by":"crossref","unstructured":"21) Sperger T., Sanhueza I. A., Kalvet I., Schoenebeck F., Chem. Rev.<\/i>, 115<\/b>, 9532\u20139586 (2015).","DOI":"10.1021\/acs.chemrev.5b00163"},{"key":"22","doi-asserted-by":"crossref","unstructured":"22) Wagner J. P., Schreiner P. R., Angew. Chem. Int. Ed.<\/i>, 54<\/b>, 12274\u201312296 (2015).","DOI":"10.1002\/anie.201503476"},{"key":"23","doi-asserted-by":"crossref","unstructured":"23) Liptrot D. J., Power P. P., Nat. Rev. Chem.<\/i>, 1<\/b>, 0004 (2017).","DOI":"10.1038\/s41570-016-0004"},{"key":"24","doi-asserted-by":"crossref","unstructured":"24) Pellissier H., Adv. Synth. Catal.<\/i>, 357<\/b>, 2745\u20132780 (2015).","DOI":"10.1002\/adsc.201500512"},{"key":"25","doi-asserted-by":"crossref","unstructured":"25) Fu G. C., ACS Cent. Sci.<\/i>, 3<\/b>, 692\u2013700 (2017).","DOI":"10.1021\/acscentsci.7b00212"},{"key":"26","doi-asserted-by":"crossref","unstructured":"26) Diccianni J., Lin Q., Diao T., Acc. Chem. Res.<\/i>, 53<\/b>, 906\u2013919 (2020).","DOI":"10.1021\/acs.accounts.0c00032"},{"key":"27","doi-asserted-by":"crossref","unstructured":"27) Tasker S. Z., Standley E. A., Jamison T. F., Nature<\/i> (London), 509<\/b>, 299\u2013309 (2014).","DOI":"10.1038\/nature13274"},{"key":"28","doi-asserted-by":"crossref","unstructured":"28) Ananikov V. P., ACS Catal.<\/i>, 5<\/b>, 1964\u20131971 (2015).","DOI":"10.1021\/acscatal.5b00072"},{"key":"29","doi-asserted-by":"crossref","unstructured":"29) Shiryaev V. A., Nikerov D. S., Reznikov A. N., Klimochkin Y. N., Mol. Catal.<\/i>, 505<\/b>, 111463 (2021).","DOI":"10.1016\/j.mcat.2021.111463"},{"key":"30","doi-asserted-by":"crossref","unstructured":"30) Sohtome Y., Sugawara M., Hashizume D., Hojo D., Sawamura M., Muranaka A., Uchiyama M., Sodeoka M., Heterocycles<\/i>, 95<\/b>, 1030\u20131040 (2017).","DOI":"10.3987\/COM-16-S(S)75"},{"key":"31","doi-asserted-by":"crossref","unstructured":"31) Sugawara M., Ohnishi R., Ezawa T., Akakabe M., Sawamura M., Hojo D., Hashizume D., Sohtome Y., Sodeoka M., ACS Catal.<\/i>, 10<\/b>, 12770\u201312782 (2020).","DOI":"10.1021\/acscatal.0c03986"},{"key":"32","doi-asserted-by":"crossref","unstructured":"32) Zhao Y., Truhlar D. G., Acc. Chem. Res.<\/i>, 41<\/b>, 157\u2013167 (2008).","DOI":"10.1021\/ar700111a"},{"key":"33","doi-asserted-by":"crossref","unstructured":"33) Chai J.-D., Head-Gordon M., Phys. Chem. Chem. Phys.<\/i>, 10<\/b>, 6615\u20136620 (2008).","DOI":"10.1039\/b810189b"},{"key":"34","doi-asserted-by":"crossref","unstructured":"34) Zheng J., Xu X., Truhlar D. G., Theor. Chem. Acc.<\/i>, 128<\/b>, 295\u2013305 (2011).","DOI":"10.1007\/s00214-010-0846-z"},{"key":"35","unstructured":"35) Gaussian 16, Revision C.01; Gaussian, Inc.: Walling-ford, CT, 2019. See the Supplementary Materials for the full citation."},{"key":"36","doi-asserted-by":"crossref","unstructured":"36) Fanourakis A., Docherty P. J., Chuentragool P., Phipps R. J., ACS Catal<\/i>, 10<\/b>, 10672\u201310714 (2020).","DOI":"10.1021\/acscatal.0c02957"},{"key":"37","doi-asserted-by":"crossref","unstructured":"37) Wittkopp A., Schreiner P. R., Chem. Eur. J.<\/i>, 9<\/b>, 407\u2013414 (2003).","DOI":"10.1002\/chem.200390042"},{"key":"38","doi-asserted-by":"crossref","unstructured":"38) Okino T., Hoashi Y., Takemoto Y., Tetrahedron Lett.<\/i>, 44<\/b>, 2817\u20132821 (2003).","DOI":"10.1016\/S0040-4039(03)00433-7"},{"key":"39","doi-asserted-by":"crossref","unstructured":"39) Jiao P., Nakashima D., Yamamoto H., Angew. Chem. Int. Ed.<\/i>, 47<\/b>, 2411\u20132413 (2008).","DOI":"10.1002\/anie.200705314"},{"key":"40","doi-asserted-by":"crossref","unstructured":"40) Evans D. A., Takacs J. M., McGee L. R., Ennis M. D., Mathre D. J., Bartroli J., Pure Appl. Chem.<\/i>, 53<\/b>, 1109\u20131127 (1981).","DOI":"10.1351\/pac198153061109"},{"key":"41","doi-asserted-by":"crossref","unstructured":"41) Noda H., Shibasaki M., Chem. Pharm. Bull.<\/i>, 67<\/b>, 1248\u20131249 (2019).","DOI":"10.1248\/cpb.c19-00563"},{"key":"42","doi-asserted-by":"crossref","unstructured":"42) Murata R., Wang Z., Abe M., Aust. J. Chem.<\/i>, 74<\/b>, 827\u2013837 (2021).","DOI":"10.1071\/CH21186"},{"key":"43","doi-asserted-by":"crossref","unstructured":"43) Jeong D., Sun S., Moon D., Cho J., J. Inorg. Biochem.<\/i>, 226<\/b>, 111632 (2022).","DOI":"10.1016\/j.jinorgbio.2021.111632"},{"key":"44","doi-asserted-by":"crossref","unstructured":"44) Morokuma K., J. Chem. Phys.<\/i>, 55<\/b>, 1236\u20131244 (1971).","DOI":"10.1063\/1.1676210"},{"key":"45","doi-asserted-by":"crossref","unstructured":"45) Wolters L. P., Bickelhaupt F. M., Wiley Interdiscip. Rev. Comput. Mol. Sci.<\/i>, 5<\/b>, 324\u2013343 (2015).","DOI":"10.1002\/wcms.1221"},{"key":"46","doi-asserted-by":"crossref","unstructured":"46) Bickelhaupt F. M., Houk K. N., Angew. Chem. Int. Ed.<\/i>, 56<\/b>, 10070\u201310086 (2017).","DOI":"10.1002\/anie.201701486"},{"key":"47","doi-asserted-by":"crossref","unstructured":"47) Ess D. H., Houk K. N., J. Am. Chem. Soc.<\/i>, 129<\/b>, 10646\u201310647 (2007).","DOI":"10.1021\/ja0734086"},{"key":"48","doi-asserted-by":"crossref","unstructured":"48) Chen P.-P., Ma P., He X., Svatunek D., Liu F., Houk K. N., J. Org. Chem.<\/i>, 86<\/b>, 5792\u20135804 (2021).","DOI":"10.1021\/acs.joc.1c00239"}],"container-title":["Chemical and Pharmaceutical Bulletin"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/70\/9\/70_c22-00041\/_pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,5,9]],"date-time":"2024-05-09T05:31:28Z","timestamp":1715232688000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/70\/9\/70_c22-00041\/_article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,9,1]]},"references-count":48,"journal-issue":{"issue":"9","published-print":{"date-parts":[[2022]]}},"URL":"https:\/\/doi.org\/10.1248\/cpb.c22-00041","relation":{},"ISSN":["0009-2363","1347-5223"],"issn-type":[{"value":"0009-2363","type":"print"},{"value":"1347-5223","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,9,1]]},"article-number":"c22-00041"}}