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Volumn 1, Issue 2, 2003, Pages 328-337

The first synthetic studies on pestalotiopsin A. A stereocontrolled approach to the functionalised bicyclic core

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ASSAYS; CRYSTAL STRUCTURE; SAMARIUM; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); UNSATURATED COMPOUNDS;

EID: 0042318784     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b209066j     Document Type: Article
Times cited : (49)

References (26)
  • 3
    • 84988764094 scopus 로고    scopus 로고
    • note
    • Kende has reported a synthetic intermediate having a related structure in his approach to Punctaporonin B. See ref. 8a.
  • 4
    • 0001948147 scopus 로고
    • For reviews on the use of samarium(II) iodide in organic synthesis: (a) J. A. Soderquist, Aldrichimica Acta, 1991, 24, 15
    • (1991) Aldrichimica Acta , vol.24 , pp. 15
    • Soderquist, J.A.1
  • 13
    • 0000842306 scopus 로고
    • Prior to our work, a single example of such a cyclisation had been described by Weinges: K. Weinges, S. B. Schmidbauer and H. Schick, Chem. Ber., 1994, 127, 1305.
    • (1994) Chem. Ber. , vol.127 , pp. 1305
    • Weinges, K.1    Schmidbauer, S.B.2    Schick, H.3
  • 21
    • 84988751645 scopus 로고    scopus 로고
    • note
    • Commercially available 'anhydrous' ytterbium triflate was dried thoroughly before use (140 °C/0.1 mmHg/20 h).
  • 23
    • 0034551799 scopus 로고    scopus 로고
    • (b) Molander has recently described a similar diastereoselective, sequential addition/lactonisation process triggered by the addition of an organoytterbium to a functionalised cyclopentanone, a cyclohexanone; G. A. Molander and C. Köllner, J. Org. Chem., 2000, 65, 8333.
    • (2000) J. Org. Chem. , vol.65 , pp. 8333
    • Molander, G.A.1    Köllner, C.2
  • 24
    • 0000603538 scopus 로고
    • For an example of a 1,4-O to C, silicon migration, see: C. Rücker, Tetrahedron Lett., 1984, 25, 4349.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 4349
    • Rücker, C.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.