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Volumn , Issue 19, 2010, Pages 3754-3761

Self-acylation of 1-adamantylacetic acid in trifluoroacetic anhydride medium: A route to 2,4-bis(1-adamantyl)acetoacetic acid and its derivatives

Author keywords

Acylation; Aldol reactions; Carboxylic acids; Perfluorinated solvents; Synthetic methods

Indexed keywords


EID: 77953856783     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201000312     Document Type: Article
Times cited : (11)

References (47)
  • 16
    • 77953817228 scopus 로고    scopus 로고
    • All attempts to carry out the cycloaddition reactions were performed as follows: under dry argon a solution of cx-oxo ketene 12 (0.5 mmol) in hexane (3 mL) was treated with the dienophile (1 equiv.), and the mixture was stirred, for 9 h at room temp. Analysis of the reaction mixture showed no products, but the starting a-oxo ketene unmodified
    • All attempts to carry out the cycloaddition reactions were performed as follows: under dry argon, a solution of cx-oxo ketene 12 (0.5 mmol) in hexane (3 mL) was treated with the dienophile (1 equiv.), and the mixture was stirred, for 9 h at room temp. Analysis of the reaction mixture showed no products, but the starting a-oxo ketene unmodified.
  • 34
    • 77953854231 scopus 로고
    • US Patent 3839460
    • [281 a) J. W. Schulenberg, US Patent 3839460, 1974
    • (1974)
    • Schulenberg, J.W.1
  • 35
    • 77953830918 scopus 로고
    • [Chem. Abstr. 1975, 82, 16399];
    • (1975) Chem. Abstr. , vol.82 , pp. 16399
  • 40
    • 49649134694 scopus 로고
    • The only published synthesis of this compound involved the pyrolysis of tert-butyl ketene bis(trirnethylsilyl)acetal followed by the solvolysis of the formed, disilylated 2-tert-butyl-3-oxo5, 5-dimethylhexanoic acid: C. Ainsworth, Y.-N. Kuo, J. Organomet. Chem. 1972, 46, 73-87.
    • (1972) J. Organomet. Chem. , vol.46 , pp. 73-87
    • Ainsworth, C.1    Kuo, Y.-N.2
  • 41
    • 84981833838 scopus 로고
    • a) K. Bott, Chem. Ber. 1968, 101, 564-573;
    • (1968) Chem. Ber. , vol.101 , pp. 564-573
    • Bott, K.1
  • 43
    • 77953820353 scopus 로고    scopus 로고
    • 3
    • 3.
  • 44
    • 77953848045 scopus 로고    scopus 로고
    • Ad) ppm
    • Ad) ppm.
  • 47
    • 0004078505 scopus 로고    scopus 로고
    • Release 2.1d. Crystal Impact GbR, Bonn, Germany
    • K. Brandenburg, DIAMOND, Release 2.1d. Crystal Impact GbR, Bonn, Germany, 2000.
    • (2000) Diamond
    • Brandenburg, K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.