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Volumn 1, Issue 6, 1999, Pages 909-912

Phorboxazole synthetic studies. 1. Construction of a C(3-19) subtarget exploiting an extension of the Petasis-Ferrier rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

ACID; FUSED HETEROCYCLIC RINGS; OXAZOLE DERIVATIVE; PHORBOXAZOLE A;

EID: 0033598241     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990830l     Document Type: Article
Times cited : (80)

References (48)
  • 20
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    • note
    • 13C NMR spectra, as well as appropriate ion identification by high-resolution mass spectrometry.
  • 23
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    • note
    • A nuclear Overhauer enhancement was observed between H(5) and H(7); irradiation of H(5) did not enhance the H(9) resonance.
  • 33
    • 85034145545 scopus 로고    scopus 로고
    • note
    • 2.
  • 34
    • 85034138210 scopus 로고    scopus 로고
    • note
    • See Supporting Information.
  • 35
    • 85034153415 scopus 로고    scopus 로고
    • note
    • 2AlCl was effective.
  • 40
    • 0000016331 scopus 로고
    • Danishefsky, S. Acc. Chem. Res. 1981, 14, 400. Danishefsky, S. Chemtracts: Org. Chem. 1989, 2, 273.
    • (1981) Acc. Chem. Res. , vol.14 , pp. 400
    • Danishefsky, S.1
  • 42
    • 85034125724 scopus 로고    scopus 로고
    • note
    • Enantiomeric excess was determined at the level of (-)-24 by 500 MHz NMR analysis of the diastereomeric ratio.
  • 43
    • 0000526264 scopus 로고
    • Interestingly, when the reaction was performed at 0°C, ketone reduction was competitive with hydroboration
    • Evans, D. A.; Fu, G. C.; Hoveyda, A. H. J. Am. Chem. Soc. 1992, 114, 6671. Interestingly, when the reaction was performed at 0°C, ketone reduction was competitive with hydroboration.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 6671
    • Evans, D.A.1    Fu, G.C.2    Hoveyda, A.H.3
  • 45
    • 85034124346 scopus 로고    scopus 로고
    • note
    • The absolute configuration at C(11) was secured by Mosher ester analysis; see ref 13.
  • 46
    • 85034142548 scopus 로고    scopus 로고
    • note
    • Mutual nuclear Overhauer enhancements of the H(11) and H(15) resonances indicated the cis relationship in tetrahydropyran (-)-27.
  • 47
    • 85034130984 scopus 로고    scopus 로고
    • note
    • 4) would provide access to phorboxazole B.
  • 48
    • 85034124219 scopus 로고    scopus 로고
    • note
    • The iodide was moderately unstable and thus used immediately.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.