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Volumn , Issue 5, 2000, Pages 658-662

The synthesis of a sulfone containing analogue of the esperamicin-A1 aglycone: A hetero Diels-Alder approach

Author keywords

2,dihydrothia 2H pyran; Enediyne; Esperamicin A1; Hetero Diels Alder reaction; Thioaldehyde

Indexed keywords

ACETYLENE DERIVATIVE; ALDEHYDE DERIVATIVE; ANTHRACENE DERIVATIVE; ESPERAMICIN A1; HYDROXYL GROUP; SULFONE; THIOPYRAN DERIVATIVE;

EID: 0034090491     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (20)

References (49)
  • 4
    • 0002125234 scopus 로고    scopus 로고
    • (c) Lhermitte, H.; Grierson, D.S., Contemp. Org. Synth. 1996, 3, 41, and 1996, 3, 93.
    • (1996) Contemp. Org. Synth. , vol.3 , pp. 93
  • 14
    • 0343818681 scopus 로고    scopus 로고
    • note
    • 4 were used to convert olefins 11 to diols 12.
  • 21
    • 0342513438 scopus 로고    scopus 로고
    • note
    • Partial product degradation was observed when the sodium sulfite wash was included in the reaction protocol.
  • 22
    • 0343818680 scopus 로고    scopus 로고
    • note
    • +), 185, 157.
  • 41
    • 0342513435 scopus 로고    scopus 로고
    • note
    • As compound 20 was stable in toluene at 110 °C, all other experiments were carried out under these conditions.
  • 45
    • 0343818677 scopus 로고    scopus 로고
    • note
    • 2, r.t., 95%, v) conditions iii).
  • 46
    • 0342513434 scopus 로고    scopus 로고
    • note
    • 2O, -30 °C, 1-2 h, 91%].
  • 47
    • 0343383025 scopus 로고    scopus 로고
    • note
    • In certain experiments minor quantities of the C-2 epimeric 29 were also isolated.
  • 48
    • 0342947554 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra for compounds 28 and 29. However, from the 2D C-H and COSY spectra, the identity of the C-2 and C-3 centers was established, along with the 2,3-relative stereochemistry. (matrix presented)
  • 49
    • 0343818676 scopus 로고    scopus 로고
    • note
    • 2, -78 °C, 85%, iii) NaH, BnBr, THF, 94%, iv) steps ii-iv in Ref 21, v) NaH, TBSCI, THF, 0 °C, 1 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.