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Volumn 11, Issue 2, 2009, Pages 433-436

A facile deprotection of secondary acetamides

Author keywords

[No Author keywords available]

Indexed keywords


EID: 62149132075     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802482d     Document Type: Article
Times cited : (41)

References (52)
  • 1
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    • Blaser, H.-U, Schmidt, E, Eds, Wiley-VCH Verlag: Weinheim, Germany
    • (a) Knowles, W. S. Asymmetric Catalysis on Industrial Scale; Blaser, H.-U., Schmidt, E., Eds.; Wiley-VCH Verlag: Weinheim, Germany, 2004; p 23.
    • (2004) Asymmetric Catalysis on Industrial Scale , pp. 23
    • Knowles, W.S.1
  • 4
    • 33845320520 scopus 로고    scopus 로고
    • Gomez Arrayas, R.; Adrio, J.; Carretero, J. C. Angew. Chem., Int. Ed, 2006, 45, 7674.
    • (d) Gomez Arrayas, R.; Adrio, J.; Carretero, J. C. Angew. Chem., Int. Ed, 2006, 45, 7674.
  • 5
    • 62149122645 scopus 로고    scopus 로고
    • Christmann, M, Braese, S, Eds, Wiley-VCH Verlag: Weinheim, Germany
    • (e) Hugl, H. Asymmetric Synthesis; Christmann, M., Braese, S., Eds.; Wiley-VCH Verlag: Weinheim, Germany, 2007; p 219.
    • (2007) Asymmetric Synthesis , pp. 219
    • Hugl, H.1
  • 23
    • 5444266327 scopus 로고    scopus 로고
    • and references therein
    • (m) Zahn, D. Eur. J. Org. Chem. 2004, 4020, and references therein.
    • (2004) Eur. J. Org. Chem , pp. 4020
    • Zahn, D.1
  • 34
    • 0037244852 scopus 로고    scopus 로고
    • Tasneem, Synlett 2003, 138-139.
    • (2003) Synlett , pp. 138-139
    • Tasneem1
  • 35
    • 0015213677 scopus 로고    scopus 로고
    • We chose oxalyl chloride for ease of handling but also screened alternative agents to effect a similar reaction. Of these, triphosgene and phosphorus pentachloride provided positive data points, while thionyl chloride and phosphoryl chloride did not. For a related reference, see: Chauvette, R. R, Pennington, P. A, Ryan, C. W, Cooper, R. D. G, José, F. L, Wright, I. G, Van Heyningen, E. M, Huffman, G. W. J. Org. Chem. 1971, 36, 1259
    • We chose oxalyl chloride for ease of handling but also screened alternative agents to effect a similar reaction. Of these, triphosgene and phosphorus pentachloride provided positive data points, while thionyl chloride and phosphoryl chloride did not. For a related reference, see: Chauvette, R. R.; Pennington, P. A.; Ryan, C. W.; Cooper, R. D. G.; José, F. L.; Wright, I. G.; Van Heyningen, E. M.; Huffman, G. W. J. Org. Chem. 1971, 36, 1259.
  • 36
    • 0342415042 scopus 로고    scopus 로고
    • 2 has been used to form other adducts with amides. For related references, see: (a) Sheehan, J. C.; Corey, E. J. J. Am. Chem. Soc. 1952, 74, 360.
    • 2 has been used to form other adducts with amides. For related references, see: (a) Sheehan, J. C.; Corey, E. J. J. Am. Chem. Soc. 1952, 74, 360.
  • 41
    • 62149131879 scopus 로고    scopus 로고
    • This material was not further characterized
    • This material was not further characterized.
  • 42
    • 62149133151 scopus 로고    scopus 로고
    • Acetamide 2 was run successfully at 40 kg scale.
    • Acetamide 2 was run successfully at 40 kg scale.
  • 51
    • 62149133530 scopus 로고    scopus 로고
    • The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, 11th ed.; Budavari, S., O'Neal, M. J., Smith, A., Heckelman, P. E., Eds.; Merck & Co.: Rahway, NJ, 1989; entries 3755 and 7868.
    • The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, 11th ed.; Budavari, S., O'Neal, M. J., Smith, A., Heckelman, P. E., Eds.; Merck & Co.: Rahway, NJ, 1989; entries 3755 and 7868.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.