{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T22:17:04Z","timestamp":1759961824021},"reference-count":33,"publisher":"Pharmaceutical Society of Japan","issue":"10","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem. Pharm. Bull.","CHEMICAL &amp; PHARMACEUTICAL BULLETIN"],"published-print":{"date-parts":[[2021,10,1]]},"DOI":"10.1248\/cpb.c21-00533","type":"journal-article","created":{"date-parts":[[2021,7,20]],"date-time":"2021-07-20T22:08:33Z","timestamp":1626818913000},"page":"1010-1016","source":"Crossref","is-referenced-by-count":3,"title":["Electrophilic Epoxidation of \u03b1,\u03b2-Unsaturated Oximes with Dioxiranes and Ring Opening of the Epoxides"],"prefix":"10.1248","volume":"69","author":[{"given":"Miyu","family":"Furugoori","sequence":"first","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kiwamu","family":"Yoshida","sequence":"additional","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yoshimitsu","family":"Hashimoto","sequence":"additional","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nobuyoshi","family":"Morita","sequence":"additional","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kosaku","family":"Tanaka, III","sequence":"additional","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Osamu","family":"Tamura","sequence":"additional","affiliation":[{"name":"Showa Pharmaceutical University"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"163","reference":[{"key":"1","doi-asserted-by":"crossref","unstructured":"1) Reviews for umpolung of carbonyl groups by hydrazone formation, see refs 1 and 2. Lazny R., Nodzewska A., <i>Chem. Rev.<\/i>, <b>110<\/b>, 1386\u20131434 (2010).","DOI":"10.1021\/cr900067y"},{"key":"2","doi-asserted-by":"crossref","unstructured":"2) Brehme R., Enders D., Fernandez R., Lassaletta J. M., <i>Eur. J. Org. Chem.<\/i>, <b>2007<\/b>, 5629\u20135660 (2007).","DOI":"10.1002\/ejoc.200700746"},{"key":"3","doi-asserted-by":"crossref","unstructured":"3) For recent examples of the \u03b1-cation-stabilizing effect of <i>O<\/i>-alkyl oximes, see refs 3\u20135. Schlegel M., Schneider C., <i>Org. Lett.<\/i>, <b>20<\/b>, 3119\u20133123 (2018).","DOI":"10.1021\/acs.orglett.8b01205"},{"key":"4","doi-asserted-by":"crossref","unstructured":"4) Schlegel M., Coburger P., Schneider C., <i>Chem. Eur. J.<\/i>, <b>24<\/b>, 14207\u201314212 (2018).","DOI":"10.1002\/chem.201802478"},{"key":"5","doi-asserted-by":"crossref","unstructured":"5) Narayan R., Fr\u00f6hlich R., W\u00fcrthwein E.-U., <i>J. Org. 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Soc.<\/i>, <b>122<\/b>, 10521\u201310532 (2000).","DOI":"10.1021\/ja002024b"},{"key":"13","doi-asserted-by":"crossref","unstructured":"13) For epoxidation of allyl alcohols followed by oxidation to carbonyl group and oximation, see: Rajendar G., Corey E. J., <i>J. Am. Chem. Soc.<\/i>, <b>137<\/b>, 5837\u20135844 (2015).","DOI":"10.1021\/jacs.5b03229"},{"key":"14","doi-asserted-by":"crossref","unstructured":"14) For epoxidation of \u03b1,\u03b2-unsaturated oximes with <i>tert<\/i>-butyhydroperoxide and base, see: Zimmer R., Buchholz M., Collas M., Angermann J., Homann K., Reissig H.-U., <i>Eur. J. Org. Chem.<\/i>, <b>2010<\/b>, 4111\u20134121 (2010).","DOI":"10.1002\/ejoc.201000425"},{"key":"15","doi-asserted-by":"crossref","unstructured":"15) For epoxidation of \u03b1,\u03b2-unsaturated oximes with peracid, see refs 15\u201317. Wade P. A., Bereznak J. F., Palfey B. A., Carroll P. J., Dailey W. P., Sivasubramanian S., <i>J. Org. 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Soc.<\/i>, <b>119<\/b>, 11224\u201311235 (2005).","DOI":"10.1021\/ja972272g"},{"key":"31","doi-asserted-by":"crossref","unstructured":"31) For the modified Mosher\u2019s method, see: Ohtani I., Kusumi T., Kashman Y., Kakisawa H., <i>J. Am. Chem. Soc.<\/i>, <b>113<\/b>, 4092\u20134096 (1991).","DOI":"10.1021\/ja00011a006"},{"key":"32","doi-asserted-by":"crossref","unstructured":"32) Bergstr\u00f6m M. A., Andersson S. I., Broo K., Luthman K., Karlberg A.-T., <i>J. Med. Chem.<\/i>, <b>51<\/b>, 2541\u20132550 (2008).","DOI":"10.1021\/jm701092n"},{"key":"33","doi-asserted-by":"crossref","unstructured":"33) Stewart A. O., Martin J. G., <i>J. Org. Chem.<\/i>, <b>54<\/b>, 1221\u20131223 (1989).","DOI":"10.1021\/jo00266a050"}],"container-title":["Chemical and Pharmaceutical Bulletin"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/69\/10\/69_c21-00533\/_pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,10,2]],"date-time":"2021-10-02T05:21:08Z","timestamp":1633152068000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/69\/10\/69_c21-00533\/_article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,10,1]]},"references-count":33,"journal-issue":{"issue":"10","published-print":{"date-parts":[[2021]]}},"URL":"https:\/\/doi.org\/10.1248\/cpb.c21-00533","relation":{},"ISSN":["0009-2363","1347-5223"],"issn-type":[{"value":"0009-2363","type":"print"},{"value":"1347-5223","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,10,1]]},"article-number":"c21-00533"}}