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Volumn 77, Issue 24, 2012, Pages 11377-11382

Enantioselective synthesis of protected nitrocyclohexitols with five stereocenters. Total synthesis of (+)-pancratistatin

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVE; ENANTIOSELECTIVE SYNTHESIS; NATURAL PRODUCTS; PROLINE DERIVATIVES; STEREOCENTERS; TOTAL SYNTHESIS;

EID: 84871547526     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo3022567     Document Type: Article
Times cited : (38)

References (42)
  • 5
    • 78751518833 scopus 로고    scopus 로고
    • references cited therein. See also the Introduction and Biomedical Significance and Conclusion of ref 8a and the Introduction of ref 8j
    • Griffin, C.; Karnik, A.; McNulty, J.; Pandey, S. Mol. Cancer Ther. 2011, 10, 57-68 and references cited therein. See also the Introduction and Biomedical Significance and Conclusion of ref 8a and the Introduction of ref 8j
    • (2011) Mol. Cancer Ther. , vol.10 , pp. 57-68
    • Griffin, C.1    Karnik, A.2    McNulty, J.3    Pandey, S.4
  • 7
    • 0022930556 scopus 로고
    • The chemistry of tetrodotoxin
    • The pharmacological significance of tetrodotoxin was put forward by Mosher in 1986
    • The pharmacological significance of tetrodotoxin was put forward by Mosher in 1986: Mosher, H. S. The chemistry of tetrodotoxin Ann. N.Y. Acad. Sci. 1986, 479, 32-43
    • (1986) Ann. N.Y. Acad. Sci. , vol.479 , pp. 32-43
    • Mosher, H.S.1
  • 8
    • 84871576771 scopus 로고    scopus 로고
    • Tetrodotoxin is currently being studied in the fields of analgesia (for neuropathic pain and opioids-refractive cancer pain), drug-addiction withdrawal treatment, and local anesthesia; it is in fact the main lead compound in the drug development program of the company WexPharmaceuticals.
    • Tetrodotoxin is currently being studied in the fields of analgesia (for neuropathic pain and opioids-refractive cancer pain), drug-addiction withdrawal treatment, and local anesthesia; it is in fact the main lead compound in the drug development program of the company WexPharmaceuticals (http://www. wexpharma.com/).
  • 33
    • 8444245603 scopus 로고    scopus 로고
    • In his highlight Syntheses of Tetrodotoxin, the author concludes, "All three syntheses (those of Isobe and Du Bois, references 9a-9c above) are long (>25 steps) and follow a linear strategy. The hexasubstituted cyclohexane intermediate makes a convergent strategy, which may reduce the number of steps to less than 20, very difficult but not impossible. Because of its structural complexity and functional-group density, tetrodotoxin will remain a prime synthetic target"
    • In his highlight Syntheses of Tetrodotoxin (Koert, U. Angew. Chem., Int. Ed. 2004, 43, 5572-5576), the author concludes, "All three syntheses (those of Isobe and Du Bois, references 9a-9c above) are long (>25 steps) and follow a linear strategy. The hexasubstituted cyclohexane intermediate makes a convergent strategy, which may reduce the number of steps to less than 20, very difficult but not impossible. Because of its structural complexity and functional-group density, tetrodotoxin will remain a prime synthetic target"
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5572-5576
    • Koert, U.1
  • 37
    • 84871570554 scopus 로고    scopus 로고
    • Crystallographic data were deposited at The Cambridge Crystallographic Data Centre as entry 903344 and can be obtained free of charge via
    • Crystallographic data were deposited at The Cambridge Crystallographic Data Centre as entry 903344 and can be obtained free of charge via http://www.ccdc.cam.ac.uk/data-request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.