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Volumn 1, Issue 8, 1999, Pages 1303-1305

Palladium-induced cyclizations for the synthesis of cis-2,5-disubstituted-3-methylenetetrahydrofurans: Studies of the C7-C22 core of amphidinolide K

Author keywords

[No Author keywords available]

Indexed keywords

AMPHIDINOLIDE K; FURAN DERIVATIVE; FUSED HETEROCYCLIC RINGS; MACROLIDE; PALLADIUM; TETRAHYDROFURAN;

EID: 0033592477     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990255l     Document Type: Article
Times cited : (25)

References (23)
  • 18
    • 33845240913 scopus 로고
    • Inverse addition or direct combination of all reactants lead to 40-50% yields, prolonged reaction times, and substantial amounts of unreactive allylic alcohol resulting from internal transesterification. For further discussions, see: (a) Keinan, E.; Sahai, M.; Roth, Z.; Nudelman, A.; Herzig, J. J. Org. Chem. 1985, 50, 3558.
    • (1985) J. Org. Chem. , vol.50 , pp. 3558
    • Keinan, E.1    Sahai, M.2    Roth, Z.3    Nudelman, A.4    Herzig, J.5
  • 21
    • 0026712198 scopus 로고
    • 1H NMR data can be exceedingly problematic. For a discussion of noteworthy features and related systems, see ref 4c and the following, (a) Mihelich, E. D.; Hite, G. A. J. Am. Chem. Soc. 1992, 114, 7318.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 7318
    • Mihelich, E.D.1    Hite, G.A.2
  • 23
    • 0043089339 scopus 로고    scopus 로고
    • note
    • 3 complexes lead to our cis- and trans2,5-tetrahydrofuran products. However, cyclizations proceeding from isomers as exemplified in i and ii are less favorable than those depicted from 9 and 14 owing to the development of 1,3-nonbonded interactions in transition states leading to C-O bond formation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.