Studies on the total synthesis of amphidinolide O (II): A stereoselective synthesis of C1-C11 fragment

Bulletin of the Korean Chemical Society

Volumn 26, Issue 10, 2005, Pages 1497-1498

  Jang, Mi Yeon ^a   Kim, Jong Woo ^a   Lee, Duck Hyung ^a  

^a Sogang University   (South Korea)

Author keywords

1,3 anti Selective reduction of hydroxy ketone; 1,5 anti Selective aldol reaction; Amphidinolide O; Cytotoxic macrolide; Stereoselective synthesis

Indexed keywords

EID: 27844443644     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.10.1497     Document Type: Article

References (12)

1. Ishibashi, M.; Takahashi, M.; kobayashi, J. J. Org. Chem. 1995, 60, 6022-6066.
2. (a) Pang, J. H.; Lee, D. H. Bull. Korean Chem. Soc. 2002, 23, 1173-1176.
3. (b) Pang, J. H.; Ham, Y. J.; Lee, D. H. Bull. Korean Chem. Soc. 2003, 24, 891-892.
4. (a) Mapp, A. K.; Heathcock, C. H. J. Org. Chem. 1999, 64, 23-27.
5. (b) Evans, D. A.; Kaldor, S. W.; Jones, T. K.; Cardy, J.; Stout, T. J. J. Am. Chem. Soc. 1990, 112, 7001-7032.
6. Jones, T. K.; Reamer, R. A.; Desmond, R.; Mills, S. G. J. Am. Chem. Soc. 1990, 112, 2998-3017.
7. (a) Urbanek, R. A.; Sabes, S. F.; Forsyth, C. J. J. Am. Chem. Soc. 1998, 120, 2523-2533.
8. (b) Chen, S.-M. L.; Schaub, R. E.; Grudzinskas, C. V. J. Org. Chem. 1978, 43, 3450-3454.
9. Nicolaou, K. C.; Webber, S. E. Synthesis 1986, 453-462.
10. 2BCl (ds = 67: 33, 91% yield).
11. Liu, X.; Peter, H.; Seeberger, P. H. Chem. Comm. 2004, 15, 1708-1709.
12. Dess, D. B.; Matin, J. C. J. Org. Chem. 1983, 48, 4155-4156.