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Volumn 47, Issue 27, 2006, Pages 4741-4744

Iron(III) triflate-catalyzed one-pot synthesis of acetal-type protected cyanohydrins from carbonyl compounds

Author keywords

Acetal type protective group; Carbonyl compounds; Cyanation; Cyanohydrin THP ether; Iron(III) triflate; Trimethylsilyl cyanide

Indexed keywords

ACETIC ACID DERIVATIVE; CARBONYL DERIVATIVE; CYANOHYDRIN; IRON; TRIFLUOROMETHANESULFONIC ACID;

EID: 33744521082     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.04.106     Document Type: Article
Times cited : (25)

References (51)
  • 41
    • 0037010804 scopus 로고    scopus 로고
    • Other iron(III) chloride-catalyzed useful reactions of silyl-substituted necleophiles:
    • Other iron(III) chloride-catalyzed useful reactions of silyl-substituted necleophiles:. Watahiki T., and Oriyama T. Tetrahedron Lett. 43 (2002) 8959
    • (2002) Tetrahedron Lett. , vol.43 , pp. 8959
    • Watahiki, T.1    Oriyama, T.2
  • 47
    • 33744508831 scopus 로고    scopus 로고
    • note
    • 4. After removal of solvent, THPOAc (3.58 g, 67%) was obtained by vacuum distillation. Similarly, THFOAc was obtained in 16% yield from dihydrofuran.
  • 48
    • 8344221373 scopus 로고
    • Iron(III) triflate was prepared according to the literature procedure and used without further purification:
    • Iron(III) triflate was prepared according to the literature procedure and used without further purification:. Ichikawa S., Tomita I., Hosaka A., and Sato T. Bull. Chem. Soc. Jpn. 61 (1988) 513
    • (1988) Bull. Chem. Soc. Jpn. , vol.61 , pp. 513
    • Ichikawa, S.1    Tomita, I.2    Hosaka, A.3    Sato, T.4
  • 49
    • 33744538523 scopus 로고    scopus 로고
    • note
    • 4. 2-(Tetrahydropyran-2-yloxy)-4-phenylbutyronitrile (65.5 mg, 88%) was isolated by thin-layer chromatography on silica gel.
  • 50
    • 33744515066 scopus 로고    scopus 로고
    • note
    • 4. After removal of solvent, MOMOAc (3.33 g, 56%) was obtained by vacuum distillation. Starting from MEMCl and BOMCl, the corresponding MEMOAc and BOMOAc were obtained in 31% and 45% yield, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.