DOI QR코드

DOI QR Code

Stereoselective Synthesis of (-)-Centrolobine

  • Lee, Eun (School of Chemistry and Molecular Engineering, Seoul National University) ;
  • Kim, Hak-Joong (School of Chemistry and Molecular Engineering, Seoul National University) ;
  • Jang, Won-Suk (School of Chemistry and Molecular Engineering, Seoul National University)
  • 발행 : 2004.11.20

초록

키워드

참고문헌

  1. De Albuquerque, I. L.; Galeffi, C.; Casinovi, C. G.; Marini-Bettolo, G. B. Gazz. Chim. Ital. 1964, 94, 287-295.
  2. Galeffi, C.; Giulio Casinovi, C.; Marini-Bettolo, G. B. Gazz. Chim. Ital. 1965, 95, 95-100.
  3. Craveiro, A. A.; Prado, A. d. C.; Gottlieb, O. R.; Welerson de Albuquerque, P. C. Phytochem. 1970, 9, 1869-1875. https://doi.org/10.1016/S0031-9422(00)85606-X
  4. Alacantara, A. F. de C.; Souza, M. R.; Pilo-Veloso, D. Fitoterapia 2000, 71, 613-615. https://doi.org/10.1016/S0367-326X(00)00196-9
  5. Colobert, F.; Des Mazery, R.; Solladie, G.; Carreno, M. C. Org. Lett. 2002, 4, 1723-1725. https://doi.org/10.1021/ol025778z
  6. Carreno, M. C.; Des Mazery, R.; Urbano, A.; Colobert, F.; Solladie, G. J. Org. Chem. 2003, 68, 7779-7787. https://doi.org/10.1021/jo034817x
  7. Marumoto, S.; Jaber, J. J.; Vitale, J. P.; Rychnovsky, S. D. Org. Lett. 2002, 4, 3919-3922. https://doi.org/10.1021/ol026751i
  8. Evans, P. A.; Cui, J.; Gharpure, S. J. Org. Lett. 2003, 5, 3883-3885. https://doi.org/10.1021/ol035438t
  9. Lee, E.; Park, C. M.; Yun, J. S. J. Am. Chem. Soc. 1995, 117, 8017-8018. https://doi.org/10.1021/ja00135a021
  10. Lee, E.; Jeong, E. J.; Kang, E. J.; Sung, L. T.; Hong, S. K. J. Am. Chem. Soc. 2001, 123, 10131-10132. https://doi.org/10.1021/ja016272z
  11. Lee, E.; Choi, S. J.; Kim, H.; Han, H. O.; Kim, Y. K.; Min, S. J.; Son, S. H.; Lim, S. M.; Jang, W. S. Angew. Chem. Int. Ed. 2002, 41, 176-178. https://doi.org/10.1002/1521-3773(20020104)41:1<176::AID-ANIE176>3.0.CO;2-#
  12. Lee, E.; Song, H. Y.; Kang, J. W.; Kim, D.-S.; Jung, C.-K.; Joo, J. M. J. Am. Chem. Soc. 2002, 124, 384-385. https://doi.org/10.1021/ja017265d
  13. Jeong, E. J.; Kang, E. J.; Sung, L. T.; Hong, S. K.; Lee, E. J. Am. Chem. Soc. 2002, 124, 14655-14662. https://doi.org/10.1021/ja0279646
  14. Lee, E.; Sung, L. T.; Hong, S. K. Bull. Korean Chem. Soc. 2002, 23, 1189-1190. https://doi.org/10.5012/bkcs.2002.23.9.1189
  15. Song, H. Y.; Joo, J. M.; Kang, J. W.; Kim, D.-S.; Jung, C.-K.; Kwak, H. S.; Park, J. H.; Lee, E.; Hong, C. Y.; Jeong, S.; Jeon, K.; Park, J. H. J. Org. Chem. 2003, 68, 8080-8087. https://doi.org/10.1021/jo034930n
  16. Lee, E. In Radicals in Organic Synthesis, Vol. 2: Applications; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; pp 303-333.
  17. Babudri, F.; Fiandanese, V.; Marchese, G.; Punzi, A. Tetrahedron 1996, 52, 13513-13520. https://doi.org/10.1016/0040-4020(96)00805-8
  18. Ramachandran, P. V.; Pitre, S.; Brown, H. C. J. Org. Chem. 2002, 67, 5315-5319. https://doi.org/10.1021/jo025594y
  19. Srikrishna, A.; Sattigeri, J. A.; Viswajanani, R.; Yelamaggad, C. V. Synlett 1995, 93-94.

피인용 문헌

  1. Intramolecular hydroalkoxylation in Brønsted acidic ionic liquids and its application to the synthesis of (±)-centrolobine vol.9, pp.2, 2011, https://doi.org/10.1039/C0OB00701C
  2. Synthesis of (+)-Centrolobine and Its Analogues by Using Acyl Anion Chemistry vol.2013, pp.12, 2013, https://doi.org/10.1002/ejoc.201300097
  3. -Disubstituted Tetrahydropyrans via Intramolecular Amide Enolate Alkylation: Total Synthesis of (−)-Centrolobine vol.80, pp.6, 2015, https://doi.org/10.1021/acs.joc.5b00046
  4. Stereoselective Synthesis of (-)-Centrolobine. vol.36, pp.16, 2005, https://doi.org/10.1002/chin.200516189
  5. Total Synthesis of a Diarylheptanoid, Rhoiptelol B vol.2010, pp.2, 2010, https://doi.org/10.1002/ejoc.200901041
  6. Stereoselective Formal Total Synthesis of Novel Antibiotic (-)-Centrolobine vol.80, pp.1, 2010, https://doi.org/10.3987/COM-08-S(S)1
  7. Stereoselective formal synthesis of (−)-centrolobine vol.63, pp.5, 2004, https://doi.org/10.1016/j.tet.2006.11.062
  8. A Concise Total Synthesis of (±)-Centrolobine vol.82, pp.1, 2004, https://doi.org/10.3987/com-10-s(e)37
  9. Synthesis of the Spiroketal Fragment of (–)‐Ushikulide A vol.2014, pp.25, 2004, https://doi.org/10.1002/ejoc.201402196
  10. Total Syntheses of Centrolobines: A Two‐Decade Journey vol.6, pp.45, 2004, https://doi.org/10.1002/slct.202102901
  11. Total Syntheses of Centrolobines: A Two‐Decade Journey vol.6, pp.45, 2004, https://doi.org/10.1002/slct.202102901