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Volumn 131, Issue 11, 2009, Pages 4070-4077

Mechanism of BINOL-phosphoric acid-catalyzed strecker reaction of benzyl imines

Author keywords

[No Author keywords available]

Indexed keywords

ACETOPHENONE; BENZYL GROUP; STERIC BULK; STRECKER REACTIONS; TRANSITION STATE;

EID: 67749103830     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja808715j     Document Type: Article
Times cited : (104)

References (63)
  • 1
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    • (2007) Chem. Rev , vol.107 , pp. 5744-5758
    • Akiyama, T.1
  • 2
    • 17244369977 scopus 로고    scopus 로고
    • (a) Brunei, J. M. Chem. Rev. 2005, 105, 857-898.
    • (2005) Chem. Rev , vol.105 , pp. 857-898
    • Brunei, J.M.1
  • 48
    • 67849110330 scopus 로고    scopus 로고
    • A fourth transition state leading to the S product was not included despite showing a zero-point energy only 0.9 kcal/mol higher than TS-5E-S. Its structure differs only in the conformation of a phenan-threne ring to that of TS-5E-S, and therefore, the factors which determine the TS-5E-S stability will also control this structure. The remaining transition structures have energies more than 3.0 kcal/mol above TS-5E-S.
    • A fourth transition state leading to the S product was not included despite showing a zero-point energy only 0.9 kcal/mol higher than TS-5E-S. Its structure differs only in the conformation of a phenan-threne ring to that of TS-5E-S, and therefore, the factors which determine the TS-5E-S stability will also control this structure. The remaining transition structures have energies more than 3.0 kcal/mol above TS-5E-S.
  • 49
    • 67849129039 scopus 로고    scopus 로고
    • Jaguar, version 6.5; Schrodinger, Inc, New York, 2006
    • Jaguar, version 6.5; Schrodinger, Inc.: New York, 2006.
  • 54
    • 0000304948 scopus 로고    scopus 로고
    • Tannor, D. J; Marten, B; Murphy, R; Friesner, R. A; Sitkoff, D.; Nicholls, A; Ringnalda, M.; Goddard, W. A; Honig, B J. Am. Chem. Soc. 1994, 116, 11875-11882.
    • Tannor, D. J; Marten, B; Murphy, R; Friesner, R. A; Sitkoff, D.; Nicholls, A; Ringnalda, M.; Goddard, W. A; Honig, B J. Am. Chem. Soc. 1994, 116, 11875-11882.
  • 62
    • 67849122700 scopus 로고    scopus 로고
    • Jaguar, version 7.0; Schrodinger, LLC: New York, 2007
    • Jaguar, version 7.0; Schrodinger, LLC: New York, 2007.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.