Synthesis of (+)-Septicine Using Intramolecular McMurry Coupling: A Chiron Approach

REFERENCES

• Reviews: (a) Gellert , E. In Alkaloids: Chemical and Biological Perspectives ; S. W. Pelletier (Ed.); John Wiley & Sons : New York , 1987 ; Vol. 5 , p. 55 ; (b) Suffness , M. ; Cordell , G. A. In The Alkaloids ; A. Brossi (Ed.); Academic Press : Orlando , FL , 1985 ; Vol. 25 , Chapter 1 , pp. 3 – 355 .
   Google Scholar
• Ueda , J.-Y. ; Takagi , M. ; Shin-ya , K. J. Nat. Prod. 2009 , 72 , 2181 .
   PubMed Web of Science ®Google Scholar
• Russel , J. H. ; Hunziker , H. Tetrahedron Lett. 1969 , 10 , 4035 .
   Google Scholar
• (a) Rao , K. V. ; Wilson , R. ; Cummings , B. J. Pharm. Sci. 1970 , 59 , 1501 ; (b) Govindachari , T. R. ; Viswanathan , N. ; Radhakrishnan , J. ; Pai , B. R. ; Natarajan , S. ; Subramaniam , P. S. Tetrahedron Lett. 1973 , 29 , 891 .
   PubMed Web of Science ®Google Scholar
• (a) Raina , V. ; Raina , S. Biochem, Biophys. Res. Commun. 1980 , 94 , 1074 ; (b) Rao , K. V. ; Wilson , R. A. ; Comins , D. L. J. Pharm. Sci. 1971 , 60 , 1725 .
   PubMed Web of Science ®Google Scholar
• Gopalakrishnan , C. ; Shankaranarayanan , D. ; Nazimudeen , S. K. ; Kameswaran , L. Indian. J. Med. Res. 1980 , 71 , 940 ; Gao , W. ; Busson , S. ; Grill , S. P. ; Gullen , E. A. ; Hu , Y. C. ; Huang , X. ; Zhong , S. ; Kaczmarek , C. ; Gutierrez , J. ; Francis , S. ; Baker , D. C. ; Yu , S. ; Cheng , Y. C. Bioorg. Med. Chem. Lett. 2007 , 17 , 4338 .
   PubMed Web of Science ®Google Scholar
• (a) Chemler , S. R. Curr. Bioact. Comp. 2009 , 5 , 2 – 19 ; (b) Gellert , E. J. Nat. Prod. 1982 , 45 , 50 ; (c) Li , Z. ; Jin , Z. ; Huang , R. Synthesis 2001 , 2365 ; (d) Bhakuni , D. S. J. Ind. Chem. Soc. 2002 , 79 , 203 .
   PubMedGoogle Scholar
• (a) Sharma , V. M. ; Adi Seshu , K. V. ; Vamsee Krishna , C. ; Prasanna , P. ; Chandra Sekhar , V. ; Venkateswarlu , A. ; Rajagopal , S. ; Ajaykumar , R. ; Deevi , D. S. ; Rao Mamidi , N. V. S. ; Rajagopalan , R. Bioorg. Med. Chem. Lett. 2003 , 13 , 1679 ; (b) Comins , D. L. ; Chen , X. ; Morgan , L. A. J. Org. Chem. 1997 , 62 , 7435 ; (c) Yerxa , B. A. ; Yang , K. ; Moore , H. W. Tetrahedron 1994 , 50 , 6173 ; (d) Mangla , V. K. ; Bhakuni , D. S. Ind. J. Chem. 1980 , 19B , 748 ; (e) Mangla , V. K. ; Bhakuni , D. S. Ind. J. Chem. 1980 , 19B , 931 ; (f) Stevens , R. V. ; Luh , Y. Tetrahedron Lett. 1977 , 33 , 979 ; (g) Govindachari , T. R. ; Viswanathan , N. Tetrahedron Lett. 1970 , 26 , 715 .
   PubMed Web of Science ®Google Scholar
• (a) McMurry , J. E. ; Fleming , M. P. J. Am. Chem. Soc. 1974 , 96 , 4708 ; (b) Furstner , A. ; Bogdanovic , B. Angew. Chem. Int. Ed. Eng. 1996 , 35 , 2442 ; (c) McMurry , J. E. Chem. Rev. 1989 , 89 , 1513 ; (d) Zeng , D. X. ; Chen , Y. Synlett 2006 , 490 .
   PubMed Web of Science ®Google Scholar
• (a) Ackermann , J. ; Matthes , M. ; Tamm , C. Helv. Chim. Acta 1990 , 73 , 122 ; (b) Oliveira , D. J. ; Coelho , F. Synth. Commun. 2000 , 12 , 2143 .
   Web of Science ®Google Scholar
• Smith , M. B. ; Paul , F. K. Synth. Commun. 1992 , 2935 .
   Web of Science ®Google Scholar
• Manabu , M. ; Tetsuya , K. ; Kiyoharu , N. ; Manabu , N. Chem. Pharm. Bull. 2006 , 54 , 141 .
   PubMed Web of Science ®Google Scholar
• Lino , C. ; Marcelbo , D. ; Belrisi , L. ; Manzoni , L. ; Carlo , S. ; Aldo , S. Gazz. Chim. Ital. 1996 , 126 , 543 .
   Google Scholar
• Sun , C.-M. ; Lin , L-G. ; Yu , H.-J. ; Cheng , C.-Y. ; Tsai , Y. C. ; Chu , C.-W. ; Din , Y. H. ; Chau , Y.-P. ; Don , M.-J. Bioorg. Med. Chem. Lett. 2007 , 17 , 1078 .
   PubMed Web of Science ®Google Scholar