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Volumn , Issue 5, 1997, Pages 568-570

Chiral Lewis acid promoted asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans

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EID: 0002691788     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3235     Document Type: Article
Times cited : (101)

References (47)
  • 14
    • 0000074656 scopus 로고    scopus 로고
    • Brown, W. D.; Campbell, M. M.; Taylor, P. A.; Zhang, X. 1987, 28, 985
    • a) Brown, W. D.; Campbell, M. M.; Taylor, P. A.; Zhang, X. 1987, 28, 985.
  • 33
    • 0029034764 scopus 로고
    • For a review of stereoselective reaction of 2-(trimethyl-silyloxy)furans and analogous dienes, see. Casiraghi, G.; Rassu, G. Synthesis 1995, 607.
    • (1995) Synthesis , pp. 607
    • Casiraghi, G.1    Rassu, G.2
  • 34
    • 85064667331 scopus 로고
    • 3-catalyzed reactions, see: Kobayashi, S. Synlett 1994, 689.
    • (1994) Synlett , pp. 689
    • Kobayashi, S.1
  • 35
    • 53649084432 scopus 로고    scopus 로고
    • Tandem Michael-Dieckmann condensation product was also produced
    • Tandem Michael-Dieckmann condensation product was also produced.
  • 43
    • 53649094379 scopus 로고    scopus 로고
    • note
    • 3). The optical purity (>99% ee) was verified by HPLC analysis using Dicel Chiralcel OD-R.
  • 44
    • 53649098230 scopus 로고    scopus 로고
    • note
    • -3. R = 0.034.
  • 46
    • 3242857105 scopus 로고
    • For the example of the reactions using Cu(II)-bis(oxazolines) complexes as catalysts, see: Pfaltz, A. Acc. Chem. Res. 1993, 26, 339, and references cited therein.
    • (1993) Acc. Chem. Res. , vol.26 , pp. 339
    • Pfaltz, A.1
  • 47
    • 53649103467 scopus 로고    scopus 로고
    • note
    • The reaction in the absence of HFIP gave the desired Michael adduct of 92% ee in 37% yield, though anti-selectivity was slightly increased to 10.5:1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.