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Volumn 69, Issue 6, 2004, Pages 1822-1830

An Effective Use of Benzoic Anhydride and Its Derivatives for the Synthesis of Carboxylic Esters and Lactones: A Powerful and Convenient Mixed Anhydride Method Promoted by Basic Catalysts

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; CATALYSTS; CONDENSATION; DERIVATIVES; SYNTHESIS (CHEMICAL);

EID: 1642334165     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030367x     Document Type: Article
Times cited : (372)

References (72)
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    • (e) Shiina, I. Tetrahedron 2004, 60, 1587-1599.
    • (2004) Tetrahedron , vol.60 , pp. 1587-1599
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  • 29
    • 0037078348 scopus 로고    scopus 로고
    • (b) Shiina, I.; Kubota, M.; Ibuka, R. Tetrahedron Lett. 2002, 43, 7535-7539. 2-Methyl-6-nitrobenzoic anhydride (MNBA) is commercially available from Tokyo Kasei Kogyo Co., Ltd. (TCI, M1439).
    • (2002) Tetrahedron Lett. , vol.43 , pp. 7535-7539
    • Shiina, I.1    Kubota, M.2    Ibuka, R.3
  • 34
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    • Ph.D. Thesis, The University of Tokyo, Tokyo, Japan
    • (b) Shoda, S. Ph.D. Thesis, The University of Tokyo, Tokyo, Japan, 1980.
    • (1980)
    • Shoda, S.1
  • 37
    • 1642365941 scopus 로고    scopus 로고
    • note
    • 1H NMR signal at 4.18 ppm (MeO in I).
  • 38
    • 1642417739 scopus 로고    scopus 로고
    • note
    • 1H NMR signals at 4.25 and 4.13 ppm (MeO in II and methoxyacetic anhydride).
  • 41
    • 0022431561 scopus 로고
    • An effective phosphorylation was developed in 1985 using these substituted pyridine 1-oxides as promoters with condensation reagents. (a) Efimov, V. A.; Chakhmakhcheva, O. G.; Ovchinnikov, Yu. A. Nucleic Acids Res. 1985, 13, 3651-3666.
    • (1985) Nucleic Acids Res. , vol.13 , pp. 3651-3666
    • Efimov, V.A.1    Chakhmakhcheva, O.G.2    Ovchinnikov, Yu.A.3
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    • Omura, S., Ed.; Academic Press: San Diego, CA
    • (b) Macrolide Antibiotics, 2nd. ed.; Omura, S., Ed.; Academic Press: San Diego, CA, 2002.
    • (2002) Macrolide Antibiotics, 2nd. Ed.
  • 68
    • 33847804686 scopus 로고
    • Original S-Py ester methods for the synthesis of macrolactones: (b) Corey, E. J.; Nicolaou, K. C. J. Am. Chem. Soc. 1974, 96, 5614-5616.
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 5614-5616
    • Corey, E.J.1    Nicolaou, K.C.2
  • 72
    • 0141744527 scopus 로고    scopus 로고
    • Quite recently, the MNBA method was applied to the synthesis of patulolide C, a natural macrolactone. Tian, J.; Yamagiwa, N.; Matsunaga, S.; Shibasaki, M. Org. Lett. 2003, 5, 3021-3024.
    • (2003) Org. Lett. , vol.5 , pp. 3021-3024
    • Tian, J.1    Yamagiwa, N.2    Matsunaga, S.3    Shibasaki, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.