{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,22]],"date-time":"2025-10-22T02:57:54Z","timestamp":1761101874378},"reference-count":14,"publisher":"CLOCKSS Archive","issue":"1","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["HETEROCYCLES"],"published-print":{"date-parts":[[2006]]},"DOI":"10.3987\/com-05-s(t)26","type":"journal-article","created":{"date-parts":[[2009,3,3]],"date-time":"2009-03-03T06:11:40Z","timestamp":1236060700000},"page":"291","source":"Crossref","is-referenced-by-count":7,"title":["New Routes to Clavine-type Ergot Alkaloids. Part 1. First Total Synthesis of Three Natural Products: (+)-Setoclavine, (+)-Isosetoclavine, (-)-9,10-Dihydroisosetoclavine, and Structure Correction of the Latter"],"prefix":"10.13030","volume":"67","author":[{"given":"Istv\u00e1n","family":"Moldvai","sequence":"first","affiliation":[]},{"given":"Eszter","family":"Temesv\u00e1ri-Major","sequence":"additional","affiliation":[]},{"given":"Eszter","family":"G\u00e1cs-Baitz","sequence":"additional","affiliation":[]},{"given":"M\u00e1ria","family":"Incze","sequence":"additional","affiliation":[]},{"given":"G\u00e1bor","family":"D\u00f6rnyei","sequence":"additional","affiliation":[]},{"given":"Csaba","family":"Sz\u00e1ntay","sequence":"additional","affiliation":[]}],"member":"5187","reference":[{"key":"10.3987\/COM-05-S(T)26-1","unstructured":"1. I. Moldvai, E. Temesv\u00e1ri-Major, M. Incze, \u00c9. Szentirmay, E. G\u00e1cs-Baitz, and Cs. Sz\u00e1ntay, J. Org. Chem., 2004, 69, 5993."},{"key":"10.3987\/COM-05-S(T)26-2","doi-asserted-by":"crossref","unstructured":"2. M. Somei, Y. Yokoyama, Y. Murakami, I. Ninomiya, T. Kiguchi, and T. Naito, \u2018Recent Synthetic Studies on the Ergot Alkaloids and Related Compounds,\u2019 Vol. 54, The Alkaloids, ed. by A. G. Cordell, Academic Press, Inc., San Diego, 2000, pp. 191-257; I. Ninomiya and T. Kiguchi, \u2018Ergot Alkaloids,\u2019 Vol. 38, The Alkaloids, ed. by A. Brossi, Academic Press, Inc., New York, 1990, pp 1-148.","DOI":"10.1016\/S0099-9598(00)54003-6"},{"key":"10.3987\/COM-05-S(T)26-3","doi-asserted-by":"crossref","unstructured":"3. e.g. A. Liras, C. L. Lynch, A. M. Fryer, B. T. Vu, and S. F. Martin, J. Am. Chem. Soc., 2001, 123, 5918; A. Padwa, T. M. Heidelbaugh, and J. T. Kuethe, J. Org. Chem., 2000, 65, 2368; K. Osani, Y. Yokoyana, K. Kondo, and Y. Murakami, Chem. Pharm. Bull., 1999, 47, 1587; H. H. Pertz, H. C. Milhaln, and E. Eich, J. Med. Chem., 1999, 42, 659; T. N. Makarieva, S. G. Ilyin, V. A. Stonik, K. A. Lyssenko, and V. A. Danisenko, Tetrahedron Lett., 1999, 40, 1591; M. Somei and K. Nakagawa, Heterocycles, 1997, 45, 1263; E. Eich and H. Pertz, Pharmazie, 1994, 49, 867; I. Ninomiya, T. Kiguchi, C. Hashimoto, and T. Naito, Chem. Pharm. Bull., 1991, 39, 23.","DOI":"10.1021\/ja010577w"},{"key":"10.3987\/COM-05-S(T)26-4","doi-asserted-by":"crossref","unstructured":"4. H. Tscherter and H. Hauth, Helv. Chim. Acta, 1974, 57, 113. For the structure determination UV, IR and 1H NMR spectra (60 MHz) have been applied.","DOI":"10.1002\/hlca.19740570111"},{"key":"10.3987\/COM-05-S(T)26-5","doi-asserted-by":"crossref","unstructured":"5. M. Natsume and H. Muratake, Heterocycles, 1981, 16, 375.","DOI":"10.3987\/R-1981-03-0375"},{"key":"10.3987\/COM-05-S(T)26-6","unstructured":"6. M. Natsume and H. Muratake, Heterocycles, 1981, 16, 1481."},{"key":"10.3987\/COM-05-S(T)26-7","unstructured":"7. (\u00b1)-6 was prepared first from 4-aminonaphthostyril in a fully other way by Stoll and co-workers. A. Stoll, Th. Petrzilka, and J. Rutschmann, Helv. Chim. Acta, 1952, 35, 1251."},{"key":"10.3987\/COM-05-S(T)26-8","unstructured":"8. L. Bernardi, E. Gandini, and A. Temperilli, Tetrahedron, 1974, 30, 3447."},{"key":"10.3987\/COM-05-S(T)26-9","unstructured":"9. (+)-Setoclavine; isolation: A. Hofmann, R. Brunner, H. Kobel, and A. Brack, Helv. Chim. Acta, 1957, 40, 1358. Syntheses of (\u00b1)-8: see: ref. 3; first citation; J. Rebek Jr., D. F. Tai, and Y.-K. Shue, J. Am. Chem. Soc., 1984, 106, 1803; J. Rebek Jr. and T. Dar-Fu, Heterocycles, 1983, 20, 583."},{"key":"10.3987\/COM-05-S(T)26-10","unstructured":"10. (+)-Isosetoclavine; isolation: A. Hofmann, R. Brunner, H. Kobel, and A. Brack, Helv. Chim. Acta, 1957, 40, 1358. Hemisynthesis of (+)-9: see: ref. 8. Synthesis of (\u00b1)-9: E. C. Kornfeld and N. J. Bach, Chem. Ind., 1971, 1233."},{"key":"10.3987\/COM-05-S(T)26-11","unstructured":"11. K. Bailey and A. A. Grey, Can. J. Chem., 1972, 50, 3876."},{"key":"10.3987\/COM-05-S(T)26-12","unstructured":"12. e.g. G. H. Timms, D. E. Tupper, and S. E. Morgan, J. Chem. Soc., Perkin Trans. 1, 1989, 817."},{"key":"10.3987\/COM-05-S(T)26-13","doi-asserted-by":"crossref","unstructured":"13. e.g. I. Ninomiya, T. Kiguchi, and T. Naito, J. Chem. Soc., Perkin Trans. 1, 1980, 208.","DOI":"10.1039\/p19800000208"},{"key":"10.3987\/COM-05-S(T)26-14","unstructured":"14. L. Cvak, J. Stuchl\u00edk, M. Schreiberov\u00e1, P. Sedmera, V. Havl\u00edcek, M. Flieger, J. Cejka, B. Kratochv\u00edl, and A. Jegorov, Collect. Czech. Chem. 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