DOI QR코드

DOI QR Code

A Convenient Method for the Synthesis of Allenoates from 4-Hydroxyalk-2-ynoates with PPh3

  • Kim, Hyuna (Department of Chemistry, Sungkyunkwan University) ;
  • Jin, Kyung Yong (Department of Chemistry, Sungkyunkwan University) ;
  • Ha, Tae Hee (Department of Chemistry, Sungkyunkwan University) ;
  • Yu, Chan-Mo (Department of Chemistry, Sungkyunkwan University)
  • 투고 : 2012.12.05
  • 심사 : 2012.12.19
  • 발행 : 2013.03.20

초록

키워드

참고문헌

  1. Hoffmann-Roder, A.; Krause, N. Angew. Chem. Int. Ed. 2004, 43, 1196. https://doi.org/10.1002/anie.200300628
  2. Modern Allene Chemistry; Vol. 1 & 2, Krause, N., Hashmi, A. S. K., Eds.; Wiley-VCH: Weinheim, 2004.
  3. Krause, N.; Aksin-Artok, O.; Breker, V.; Deutsch, C.; Gockel, B.; Poonoth, M.; Sawama, Y.; Sun, T.; Winter, C. Pure Appl. Chem. 2010, 82, 1529. https://doi.org/10.1351/PAC-CON-09-09-23
  4. Denes, F.; Perez-Luna, A.; Chemla, F. Chem. Rev. 2010, 110, 2366. https://doi.org/10.1021/cr800420x
  5. Ma, S. Acc. Chem. Res. 2009, 42, 1679. https://doi.org/10.1021/ar900153r
  6. Ma, S. Aldrichimica Acta 2007, 40, 91.
  7. Ma, S. Chem. Rev. 2005, 105, 2829. https://doi.org/10.1021/cr020024j
  8. Trost, B. M. Acc. Chem. Res. 2002, 35, 695. https://doi.org/10.1021/ar010068z
  9. Zimmer, R.; Dinesh, C. U.; Nandann, E.; Khan, F. A. Chem. Rev. 2000, 100, 3067. https://doi.org/10.1021/cr9902796
  10. Yu, S.; Ma, S. Chem. Commun. 2011, 47, 5384. https://doi.org/10.1039/c0cc05640e
  11. Brummond, K. M.; DeForrest, J. E. Synthesis 2007, 785.
  12. Bates, R. W.; Satcharoen, V. Chem. Soc. Rev. 2002, 31, 12. https://doi.org/10.1039/b103904k
  13. Pei, C.-K.; Shi, M. Chem.-Eur. J. 2012, 22, 6712.
  14. Cowen, B. J.; Miller, S. J. Chem. Soc. Rev. 2009, 11, 3102.
  15. Ma, S. Acc. Chem. Res. 2009, 10, 1679.
  16. Lu, X.; Du, Y.; Lu, C. Pure Appl. Chem. 2005, 12, 1985.
  17. Bestmann, H. J.; Hartung, H. Chem. Ber. 1966, 99, 1198. https://doi.org/10.1002/cber.19660990417
  18. Oppolzer, W.; Chapuis, C. Tetrahedron Lett. 1983, 24, 4665. https://doi.org/10.1016/S0040-4039(00)86221-8
  19. Lang, R. W.; Hansen, H.-J. Org. Synth. 1984, 62, 202. https://doi.org/10.15227/orgsyn.062.0202
  20. Marshall, J. A.; Wolf, M. A.; Wallace, E. M. J. Org. Chem. 1997, 62, 367. https://doi.org/10.1021/jo9618740
  21. Brummond, K. M.; Chen, D. Org. Lett. 2005, 7, 3473. https://doi.org/10.1021/ol051115g
  22. Zhao, Y.-M.; Tam, Y.; Wang, Y.-J.; Li, Z.; Sun, J. Org. Lett. 2012, 14, 1398. https://doi.org/10.1021/ol300111m
  23. Li, C.-Y.; Wang, X.-B.; Sun, X.-L.; Tang, Y.; Zheng, J.-C.; Xu, Z.-H.; Zhou, Y.-.; Dai, L.-X. J. Am. Chem. Soc. 2007, 129, 1494. https://doi.org/10.1021/ja068642v
  24. Choi, J.; Lee, B.; Yu, C.-M. Chem. Commun. 2011, 47, 3811. https://doi.org/10.1039/c0cc05751g
  25. Yu, C.-M.; Kim, C.; Kwon, J. Chem. Commun. 2004, 40, 2494.
  26. Yu, C.-M.; Yoo, S.; Baek, K.; Lee, J. Angew. Chem. Int. Ed. 1998, 37, 2329. https://doi.org/10.1002/(SICI)1521-3773(19980918)37:17<2329::AID-ANIE2329>3.0.CO;2-M
  27. Kim, S. H.; Oh, S.-J.; Ho, P.-S.; Kang, S.-C.; O, K.-J.; Yu, C.- M. Org. Lett. 2008, 10, 265. https://doi.org/10.1021/ol7026569
  28. Kim, S.-H.; Oh, S.-J.; Kim, Y.; Yu, C.-M. Chem. Commun. 2007, 5025.
  29. Yu, C.-M.; Youn, J.; Jung, J. Angew. Chem. Int. Ed. 2006, 45, 1553. https://doi.org/10.1002/anie.200503863
  30. Yu, C.-M.; Youn, J.; Lee, M.-K. Org. Lett. 2005, 7, 3733. https://doi.org/10.1021/ol0513701
  31. Yu, C.-M.; Hong, Y.-T.; Lee, J. J. Org. Chem. 2004, 69, 8506. https://doi.org/10.1021/jo049252z
  32. Yu, C.-M.; Lee, J.-Y.; So, B.; Hong, J. Angew. Chem. Int. Ed. 2002, 41, 161. https://doi.org/10.1002/1521-3773(20020104)41:1<161::AID-ANIE161>3.0.CO;2-N
  33. Midland, M. M.; Cable, J. R. J. Org. Chem. 1980, 45, 28. https://doi.org/10.1021/jo01289a006
  34. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron 1988, 44, 481. https://doi.org/10.1016/S0040-4020(01)85839-7
  35. Ye, L.; He, W.; Zhang, L. J. Am. Chem. Soc. 2010, 132, 8550. https://doi.org/10.1021/ja1033952
  36. Gao, G.; Wang, Q.; Yu, X.-Q.; Xie, R.-G.; Pu, L. Angew. Chem. Int. Ed. 2006, 45, 122. https://doi.org/10.1002/anie.200500469

피인용 문헌

  1. . vol.44, pp.39, 2013, https://doi.org/10.1002/chin.201339058
  2. Synthesis of Allenes by 1,2-Elimination vol.23, pp.27, 2013, https://doi.org/10.2174/1385272823666191121122011