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Volumn 51, Issue 37, 1995, Pages 10289-10302

New fluorine-containing building blocks from trifluoroethanol. 2.

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; ORGANOFLUORINE DERIVATIVE;

EID: 0029153726     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)00588-Y     Document Type: Article
Times cited : (53)

References (31)
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    • (1991) Synlett , pp. 197-198
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  • 13
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    • The Homoaldol Reaction, or How to Overcome Problems of Regio- and Stereo-selectivity
    • For a review of the chemistry of metallated enol and allyl carbamates and their use in the homoaldol reaction, see
    • (1984) Angewandte Chemie International Edition in English , vol.23 , pp. 932-948
    • Hoppe1
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    • The selectivity depicted in Scheme 2 was not assigned definitively by the original authors. The only other well documented example of 1,4-induction in a silicon-directed aldol reaction provides the anti-diastereoisomer. See
    • (1990) J. Org. Chem. , vol.55 , pp. 3982-3983
    • Trost1    Urabe2
  • 17
    • 0002168286 scopus 로고
    • REACTIONS OF 2,2,2-TRIFLUOROETHOXY- AND 2 , 2,2-TRIFLUOROETHYLTHIOBENZENE WITH LITHIUM DIALKYLAMIDES. THE FORMATION OF PHENYLTHIOYNAMINES
    • (1976) Chemistry Letters , pp. 1263-1266
    • Nakai1    Tanaka2    Ishihawa3
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    • 84913039212 scopus 로고
    • A New Synthesis of 1,1-Difluoro-1,3-dienes via the Coupling Reaction of 2,2-Difluorovinylboranes
    • The Ichikawa group has built a substantial oeuvre upon dehydrofluorination/metallation reactions of commercial 2,2,2-trifluoroethyl tosylate. See, for example
    • (1992) Synlett , pp. 739-740
    • Ichikawa1    Ikeura2    Minami3
  • 20
    • 0038514443 scopus 로고
    • A New Fluorine-Containing Acyl Anion Equivalent
    • A preliminary publication has appeared
    • (1992) Synlett , pp. 483-484
    • Bennett1    Percy2    Rock3
  • 22
    • 84916463150 scopus 로고    scopus 로고
    • The precise significance of the colours is unknown but the absence of colour invariably indicates that the dehydrofluorination/metallation sequence has failed to start and that one or more of the reagents contains water. In the reaction with electrophiles, high yields were obtained despite considerable variation in the “anion” colour.
  • 23
    • 0003417469 scopus 로고
    • For a discussion, see, Pergamon Press, New York, Chapter 2.3, A true test of the synthetic utility of alkylation reactions of vinyl metal reagents is the alkylation with n-alkyl iodides, allowing functionalised chains to be attached to the vinylic moiety.
    • (1991) Comprehensive Organic Synthesis , vol.3
  • 24
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  • 27
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    • similar result was reported in the desfluoro-system; see ref. 7.
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    • 1H NMR. Irradiation of the vinylic methyl group resulted in a positive nOe on the methylene protons in the diethylcarbamato group.
  • 30
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    • A New Acyl Anion Equivalent From Difluoroethanol
    • See, A 2-lithio-E-1-fluoroenol carbamate is sufficiently reactive to be alkylated with iodomethane. The presence of the second fluorine atom therefore appears to be exerting a critical effect upon the reactivity.
    • (1994) Synlett , pp. 503-504
    • Howarth1    Owton2    Percy3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.