Studies Toward Synthesis of Tetracyclic Core of Daphmanidin A–Type Alkaloids

REFERENCES

• (a) Kobayashi, J.; Ueno, S.; Morita, H. J. Org. Chem. 2002, 67, 6546–6549; (b) Morita, H.; Ishioka, N.; Takatsu, H.; Iizuka, T.; Kobayashi, J. J. Nat. Prod. 2006, 69, 418–420; (c) Saito, S.; Yahata, H.; Kubota, T.; Obara, Y.; Nakahata, N.; Kobayashi, J. Tetrahedron 2008, 64, 1901–1908; (d) Morita, H.; Ishioka, N.; Takatsu, H.; Shinzato, T.; Obara, Y.; Nakahata, N.; Kobayashi, J. Org. Lett. 2005, 7, 459–462; (e) Mu, S.-Z.; Wang, J.-S.; Yang, X.-S.; He, H.-P.; Li, C.-S.; Di, Y.-T.; Wang, Y.; Zhang, Y.; Fang, X.; Huang, L.-J.; Hao, X.-J.; J. Nat. Prod. 2008, 71, 564–569; (f) Mu, S.-Z.; Wang, Y.; He, H.-P.; Yang, X.-W.; Wang, Y.-H.; Di, Y.-T.; Lu, Y.; Chang, Y.; Hao, X.-J. J. Nat. Prod. 2006, 69, 1065–1069.
   PubMed Web of Science ®Google Scholar
• (a) Kobayashi, J.; Kubota, T. Nat. Prod. Rep. 2009, 26, 936–962; (b) For a review of daphniphyllum alkaloids: Kobayashi, J.; Morita, H. In The Alkaloids; G. A. Cordell (Ed.); Academic Press: New York, 2003; vol. 60, pp. 165–205, and references therein.
   PubMed Web of Science ®Google Scholar
• (a) Yahata, H.; Kubota, T.; Kobayashi, J. J. Nat. Prod. 2009, 72, 148–151; (b) Saito, S.; Kubota, T.; Kobayashi, J. Tetrahedron Lett. 2007, 48, 3809–3812; (c) Zhang, Y.; Di, Y.-T.; Mu, S.-Z.; Li, C.-S.; Zhang, Q.; Tan, C.-J.; Zhang, Z.; Fang, X.; Hao, X.-J. J. Nat. Prod. 2009, 72, 1325–1327; (d) Li, C.-S.; Di, Y.-T.; Zhang, Q.; Zhang, Y.; Tan, C.-J.; Hao, X.-J. Helv. Chim. Acta 2009, 92, 653–659.
   PubMed Web of Science ®Google Scholar
• (a) Weiss, M. E.; Carreira, E. M. Angew. Chem. Int. Ed. 2011, 50, 11501–11505; (b) Shvartsbart, A.; Smith, A. B. J. Am. Chem. Soc. 2014, 136, 870–873; (c) Shvartsbart, A.; Smith, A. B. J. Am. Chem. Soc. 2015, 137, 3510–3519.
   PubMed Web of Science ®Google Scholar
• (a) Liao, C.-C.; Peddinti, R. K. Acc. Chem. Res. 2002, 35, 856–866; (b) Berube, A.; Drutu, I.; Wood, J. L. Org. Lett. 2006, 8, 5421–5424; (c) Magdziak, D.; Meek, S. J.; Pettus, T. R. R. Chem. Rev. 2004, 104, 1383–1430; (d) Gong, J.; Lin, J.; Sun, W.; Li, C. C.; Yang, Z. J. Am. Chem. Soc. 2010, 132, 16745–16746; (e) Qingliang, Y.; Njardarson, J. T.; Draghici, C.; Li, F. Angew. Chem. Int. Ed. 2013, 52, 8648–8651; (f) Pouysegu, L.; Chassaing, S.; Dejugnac, D.; Lamidey, A.-M.; Miqueu, K.; Sotiropoulos, J.-M.; Quideau, S. Angew. Chem. Int. Ed. 2008, 47, 3552–3555.
   PubMed Web of Science ®Google Scholar
• (a) Morton, J. G. M.; Draghici, C.; Kwon, L. D.; Njardarson, J. T. Org. Lett. 2009, 11, 4492–4495; (b) Krawczuk, P. J.; Schone, N.; Baran, P. S. Org. Lett. 2009, 11, 4774–4776; (c) Wenderaski, T. A.; Huang, S.; Pettus, T. R. R. J. Org. Chem. 2009, 74, 4104–4109; (d) Quideau, S.; Pouysegu, L.; Deffieux, D. Synlett 2008, 467–495; (e) Luo, S.-Y.; Jang, Y.-J.; Liu, J.-Y.; Chu, C.-S.; Liao, C.-C.; Hung, S.-C. Angew. Chem. Int. Ed. 2008, 47, 8082–8085;
   PubMed Web of Science ®Google Scholar
• (a) Mehta, G.; Maity, P. Tetrahedron Lett. 2011, 52, 1753–1756; (b) Roche, S. P.; Porco Jr., J. A. Angew. Chem. Int. Ed. 2011, 50, 4068–4093 (c) Constantin, M.-A.; Conrad, J.; Merisor, E.; Koschorreck, K.; Urlacher, V. B.; Beifuss, U. J. Org. Chem. 2012, 77, 4528–4543; (d) Pouysegu, L.; Deffieux, D.; Quideau, S. Tetrahedron 2010, 66, 2235–2261; (e) Mehta, G.; Maity, P. Tetrahedron Lett. 2008, 49, 318–322.
   Web of Science ®Google Scholar
• (a) Singh, V. Acc. Chem. Res. 1999, 32, 324–333; (b) Singh, V.; Pal, S.; Mobin, S. M. J. Org. Chem. 2006, 71, 3014–3025; (c) Singh, V.; Praveena, J. D.; Karki, K.; Mobin, S. M. J. Org. Chem. 2007, 72, 2058–2067; (d) Singh, V.; Chandra, G.; Mobin, S. M. Synthesis 2008, 2719–2728; (d) Singh, V.; Sahu, P. K.; Sahu, B. C.; Mobin, S. M. J. Org. Chem. 2009, 74, 6092–6104; (e) Singh, V.; Bhalerao, P.; Mobin, S. M. Tetrahedron Lett. 2010, 51, 3337–3339; (f) Singh, V.; Bhalerao, P.; Mobin, S. M. Tetrahedron 2012, 68, 238–243; (g) Singh, V. Synlett 2013, 2641–2659; (h) Singh, V.; Das, B.; Jarhad, D. B.; Mobin, S. M. Tetrahedron 2015, 71, 560–576.
   Web of Science ®Google Scholar
• (a) Backvall, J. E.; Akermark, B.; Ljunggren, S. O. J. Am. Chem. Soc. 1979, 101, 2411–2416; (b) Mitsudome, T.; Umetani, T.; Nosaka, N.; Mori, K.; Mizugaki, T.; Ebitani, K.; Kaneda, K. Angew. Chem. Int. Ed., 2006, 45, 481–485; (c) Jira, R. Angew. Chem. Int. Ed. 2009, 48, 9034–9037; (d) Gaunt, M. J.; Yu, J.; Spencer, J. B. Chem. Commun. 2001, 18, 1844–1845; (e) Teo, P.; Wickens, Z. K.; Dong, G.; Grubbs, R. H. Org. Lett. 2012, 14, 3237–3239.
   Web of Science ®Google Scholar