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Soc. Rev.<\/i>, 38, 606\u2013631 (2009)."},{"key":"2","unstructured":"2) Montalbetti C. A. G. N., Falque V., <i>Tetrahedron<\/i>, 61, 10827\u201310852 (2005)."},{"key":"3","doi-asserted-by":"crossref","unstructured":"3) Kunishima M., Kawachi C., Morita J., Terao K., Iwasaki F., Tani S., <i>Tetrahedron<\/i>, 55, 13159\u201313170 (1999).","DOI":"10.1016\/S0040-4020(99)00809-1"},{"key":"4","unstructured":"4) Kunishima M., Kawachi C., Iwasaki F., Terao K., Tani S., <i>Tetrahedron Lett.<\/i>, 40, 5327\u20135330 (1999)."},{"key":"5","doi-asserted-by":"crossref","unstructured":"5) Falchi A., Giacomelli G., Porcheddu A., Taddei M., <i>Synlett<\/i>, 275\u2013277 (2000).","DOI":"10.1055\/s-2000-6490"},{"key":"6","doi-asserted-by":"crossref","unstructured":"6) Kunishima M., Kawachi C., Hioki K., Terao K., Tani S., <i>Tetrahedron<\/i>, 57, 1551\u20131558 (2001).","DOI":"10.1016\/S0040-4020(00)01137-6"},{"key":"7","unstructured":"7) Watanabe Y., Fuji T., Hioki K., Tani S., Kunishima M., <i>Chem. Pharm. Bull.<\/i>, 52, 1223\u20131226 (2004)."},{"key":"8","unstructured":"8) Mizuhara T., Hioki K., Yamada M., Sasaki H., Morisaki D., Kunishima M., <i>Chem. Lett.<\/i>, 37, 1190\u20131191 (2008)."},{"key":"9","unstructured":"9) Chesniuk A. A., Mikhailichenko S. N., Zavodnov V. S., Zaplishny V. N., <i>Chem. Heterocycl. Compd.<\/i>, 38, 177\u2013182 (2002)."},{"key":"10","unstructured":"10) Kami\u0144ski Z. J., Kolesi\u0144ska B., Kolesi\u0144ska J., Sabatino G., Chelli M., Rovero P., B\u0142aszczyk M., G\u0142\u00f3wka M. L., Papini A. M., <i>J. Am. Chem. Soc.<\/i>, 127, 16912\u201316920 (2005)."},{"key":"11","unstructured":"11) Jastrzabek K., Kolesinska B., Sabatino G., Rizzolo F., Papini A. M., Kaminski Z. J., <i>Int. J. Pept. Res. Ther.<\/i>, 13, 229\u2013236 (2007)."},{"key":"12","unstructured":"12) Kunishima M., Ujigawa T., Nagaoka Y., Kawachi C., Hioki K., Shiro M., <i>Chem. Eur. J.<\/i>, 18, 15856\u201315867 (2012)."},{"key":"13","unstructured":"13) Kunishima M., Yoshimura K., Morigaki H., Kawamata R., Terao K., Tani S., <i>J. Am. Chem. Soc.<\/i>, 123, 10760\u201310761 (2001)."},{"key":"14","unstructured":"14) We named compounds utilized for proton capture as PCAs to distinguish them from other basic compounds. Although such compounds should be called bases, we use PCA throughout the text to avoid any confusion, because other compounds such as tertiary amine catalysts, substrate amines, and carboxylate anions also act as a base during the course of the reaction involving the acid\u2013base equilibrium."},{"key":"15","unstructured":"15) Kunishima M., Hioki K., Moriya T., Morita J., Ikuta T., Tani S., <i>Angew. Chem. Int. Ed.<\/i>, 45, 1252\u20131255 (2006)."},{"key":"16","unstructured":"16) Kunishima M., Imada H., Kikuchi K., Hioki K., Nishida J., Tani S., <i>Angew. Chem. Int. Ed.<\/i>, 44, 7254\u20137257 (2005)."},{"key":"17","unstructured":"17) Kunishima M., Tokaji M., Matsuoka K., Nishida J., Kanamori M., Hioki K., Tani S., <i>J. Am. Chem. Soc.<\/i>, 128, 14452\u201314453 (2006)."},{"key":"18","unstructured":"18) Kunishima M., Kikuchi K., Kawai Y., Hioki K., <i>Angew. Chem. Int. Ed.<\/i>, 51, 2080\u20132083 (2012)."},{"key":"19","doi-asserted-by":"crossref","unstructured":"19) Kunishima M., Nakanishi S., Nishida J., Tanaka H., Morisaki D., Hioki K., Nomoto H., <i>Chem. Commun.<\/i> (Camb.), 5597\u20135599 (2009).","DOI":"10.1039\/b912908a"},{"key":"20","unstructured":"20) The p<i>K<\/i><sub>a<\/sub> values of the conjugated acids of DMGE and NCHM were determined by potentiometric pH titration by the method described in the Supplemental information. The p<i>K<\/i><sub>a<\/sub> values of other compounds (the catalysts and PCAs) are found in the literature (refs. 21\u201323)."},{"key":"21","unstructured":"21) Hall H. K. Jr., <i>J. Am. Chem. Soc.<\/i>, 79, 5441\u20135444 (1957)."},{"key":"22","unstructured":"22) Kaliszan R., Wiczling P., Markuszewski M. J., <i>J. Chromatogr. A<\/i>, 1060, 165\u2013175 (2004)."},{"key":"23","unstructured":"23) Fujii T., Nishida H., Abiru Y., Yamamoto M., Kise M., <i>Chem. Pharm. Bull.<\/i>, 43, 1872\u20131877 (1995)."},{"key":"24","unstructured":"24) Our recent NMR study also supports this fact, see: ref. 12."},{"key":"25","unstructured":"25) It has not been solved why <i>tert<\/i>-amines without the <i>gauche<\/i> \u03b2-alkyl group preferentially react with CDMT over primary amines."},{"key":"26","unstructured":"26) The p<i>K<\/i><sub>a<\/sub> of the hydrochloride of <b>2a<\/b> is 9.83 (ref. 21)."}],"container-title":["Chemical and Pharmaceutical Bulletin"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/61\/8\/61_c13-00368\/_pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,3,18]],"date-time":"2021-03-18T03:26:46Z","timestamp":1616038006000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/61\/8\/61_c13-00368\/_article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013]]},"references-count":26,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2013]]}},"URL":"https:\/\/doi.org\/10.1248\/cpb.c13-00368","relation":{},"ISSN":["0009-2363","1347-5223"],"issn-type":[{"value":"0009-2363","type":"print"},{"value":"1347-5223","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013]]}}}