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Volumn 39, Issue 14, 2000, Pages 2540-2544

Asymmetric, stereocontrolled total synthesis of paraherquamide A

Author keywords

Amino acids; Asymmetric synthesis; Cyclizations; Natural products; Total synthesis

Indexed keywords

PARAHERQUAMIDE A; PARAHERQUAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034679469     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20000717)39:14<2540::AID-ANIE2540>3.0.CO;2-R     Document Type: Article
Times cited : (47)

References (65)
  • 31
    • 0033559152 scopus 로고    scopus 로고
    • a) E. M. Stocking, J. F. Sanz-Cervera, R. M. Williams, Angew. Chem. 1999, 111, 880; Angew. Chem. Int. Ed. 1999, 38, 786;
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 786
  • 52
    • 0025168551 scopus 로고
    • ref. [16b]
    • see also: d) M. P. Sibi, J. W. Christensen, Tetrahedron Lett. 1990, 31, 5689. Compound 11 was prepared as described in ref. [16b].
    • (1990) Tetrahedron Lett. , vol.31 , pp. 5689
    • Sibi, M.P.1    Christensen, J.W.2
  • 57
    • 0342344738 scopus 로고    scopus 로고
    • note
    • The syn-ianti- relationship refers to the relative stereochemistry between the C-20 stereogenic center (see paraherquamide numbering) and the proline residue. (Equation presented)
  • 65
    • 0342344737 scopus 로고    scopus 로고
    • note
    • D = -21 (c = 0.2 in MeOH), lit. [1] [α] = -28 (c = 0.43 in MeOH). All intermediates up to the final product have an ∼97.5:2.5 er; the final synthetic paraherquamide A upon recrystallization from ether is optically pure.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.