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Volumn 26, Issue 32, 1985, Pages 3837-3840

An efficient conversion of keto groups into dihydroxyacetone groups: Oxidation of ethynylcarbinol intermediates by using hypervalent iodine reagent

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EID: 0001281995     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)89264-3     Document Type: Article
Times cited : (70)

References (42)
  • 16
    • 0001433383 scopus 로고
    • For examples of mercury-catalyzed hydration of ethynylcarbinols, see:
    • (1941) J. Am. Chem. Soc. , vol.63 , pp. 3127
    • Stavely1
  • 19
    • 0002083626 scopus 로고
    • A novel synthesis of the .ALPHA.-hydroxyketone moiety of anthracyclinones by the use of 2-trimethylsilylethynylcerium(III) reagents.
    • (1984) Chemistry Letters , pp. 1543
    • Suzuki1    Kimura2    Terashima3
  • 21
    • 84982340615 scopus 로고
    • �ber Steroide und Sexualhormone. (84. Mitteilung). 17 ?-Oxy-20-keto-Verbindungen der Pregnen- und der Allo-pregnan-Reihe
    • The conventional mercury-catalyzed hydration of alkynes, see:
    • (1943) Helvetica Chimica Acta , vol.26 , pp. 680
    • Goldberg1    Aeschbacher2    Hardegger3
  • 28
    • 0009512415 scopus 로고
    • Synthesis of Methyl 2-Arylpropanoates by 1,2-Aryl Migration of Aryl Ethyl Ketones using Diacetoxyphenyliodine
    • The hypervalent iodine reagents have been known to be effective reagents for the broad types of oxidative conversions and reviewed recently: A.J. Fatiadi, in Synthetic Reagents, Periodic Acid and Periodates, Synthetic 147–335, Horwood, Chichester, England, 1981; A. Varvoglis, Synthesis, 1984, 709. We have also reported a useful transformation of ethyl aryl ketones into methyl 2-arylpropanoates using.(diacetoxyiodine)benzene in trimethyl orthoformate in the presence of sulfuric acid:
    • (1984) Synthesis , pp. 231
    • Tamura1    Shirouchi2    Haruta3
  • 37
    • 84918387334 scopus 로고    scopus 로고
    • The starting ethynylcarbinols are readily prepared from the parent ketones by the direct ethynylation or by trimethylsilylethynylation and subsequent desilylation, see:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.