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Volumn 45, Issue 2, 2005, Pages 249-252

Short, enantioselective total synthesis of sceptrin and ageliferin by programmed oxaquadricyclane fragmentation

Author keywords

Asymmetric synthesis; Cascade reactions; Enantioselectivity; Natural products; Rearrangement

Indexed keywords

BUTANE; DIMERS; SYNTHESIS (CHEMICAL);

EID: 29544436227     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200503374     Document Type: Article
Times cited : (60)

References (25)
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    • c) for a review of oxaquadricyclane chemistry, see W. Tochtermann, G. Olsson, Chem. Rev. 1989, 89, 1203-1214.
    • (1989) Chem. Rev. , vol.89 , pp. 1203-1214
    • Tochtermann, W.1    Olsson, G.2
  • 14
    • 0029812370 scopus 로고    scopus 로고
    • The use of chiral auxiliaries in [2 + 2] cycloadditions was shown to be only partially stereoselective with cinnamate derivatives, see D. Haag, H.-D. Sharf, J. Org. Chem. 1996, 61, 6127-6135;
    • (1996) J. Org. Chem. , vol.61 , pp. 6127-6135
    • Haag, D.1    Sharf, H.-D.2
  • 18
    • 0141548942 scopus 로고    scopus 로고
    • for a review of meso compounds in synthesis, see R. Hoffmann, Angew. Chem. 2003, 115, 1128-1142;
    • (2003) Angew. Chem. , vol.115 , pp. 1128-1142
    • Hoffmann, R.1
  • 19
    • 0037429883 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 1096-1109.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1096-1109
  • 24
    • 29544452337 scopus 로고    scopus 로고
    • see the Supporting Information
    • For an example of a cyclobutane with vicinal quaternary centers (18) that can be made using this method, see the Supporting Information.
  • 25
    • 29544445895 scopus 로고    scopus 로고
    • CCDC-281469 (chiral ammonium salt of 5) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data_request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.