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Volumn 44, Issue 13, 2003, Pages 2753-2755

A remarkably simple α-oximation of ketones to 1,2-dione monooximes using the chlorotrimethylsilane-isoamyl nitrite combination

Author keywords

1,2 diketone monooxime; Amyl nitrite; NOCl; Oximation; TMSCl

Indexed keywords

CHLOROTRIMETHYLSILANE; KETONE DERIVATIVE; NITRITE; OXIME DERIVATIVE;

EID: 0037463746     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00248-X     Document Type: Article
Times cited : (23)

References (32)
  • 4
    • 85031215986 scopus 로고    scopus 로고
    • For excellent reviews on silicon-based reagents, see: (a) Brook, M. A. Silicon in Organic, Organometallic, and Polymer Chemistry; Wiley: New York, 2000; p. 189; (b) Colvin, E. W. Recent Synthetic Applications of Organo Silicon Compounds; Rappoport, Z.; Apeloig, Y., Ed.; Wiley: New York, 1988; Vol. 2, Chapter 28, p. 1667.
  • 9
    • 0001285512 scopus 로고
    • It is claimed that a general method using t-butyl thionitrate has been developed. It seems, however, to apply only to microscale preparations, since preparative TLC was used for product separation. See: Kim, Y. H.; Park, Y. J.; Kim, K. Tetrahedron Lett. 1989, 30, 2833.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 2833
    • Kim, Y.H.1    Park, Y.J.2    Kim, K.3
  • 10
    • 0032211333 scopus 로고    scopus 로고
    • 3 by old methods.
  • 26
    • 0037025785 scopus 로고    scopus 로고
    • For α-diketones, see: and references cited therein
    • For α-diketones, see: Lee J.C., Park H.J., Park J.Y. Tetrahedron Lett. 43:2002;5661. and references cited therein.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 5661
    • Lee, J.C.1    Park, H.J.2    Park, J.Y.3
  • 32
    • 85031215694 scopus 로고    scopus 로고
    • 2 (20 mL) was added and the reaction worked up in the usual way. The product was eluted on a silica gel column using pet. ether (bp 50-55°C) containing 5% ethyl acetate to get pure product.
    • 2 (20 mL) was added and the reaction worked up in the usual way. The product was eluted on a silica gel column using pet. ether (bp 50-55°C) containing 5% ethyl acetate to get pure product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.