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Volumn 120, Issue 7, 1998, Pages 1485-1488

Conformational study of cyclohexene oxide by dynamic NMR spectroscopy and ab initio molecular orbital calculations

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANE OXIDE;

EID: 0032564921     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja972493m     Document Type: Article
Times cited : (28)

References (25)
  • 2
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    • The chemical and biological syntheses of chiral epoxides have been reviewed: Besse, P.; Veschambre, H. Tetrahedron 1994, 50, 8885.
    • (1994) Tetrahedron , vol.50 , pp. 8885
    • Besse, P.1    Veschambre, H.2
  • 3
    • 0030580414 scopus 로고    scopus 로고
    • For a review of enantioselective ring openings for symmetrical epoxides, see: Hodgson, D. M.; Gibbs, A. R.; Lee, G. P. Tetrahedron 1996, 52, 14361.
    • (1996) Tetrahedron , vol.52 , pp. 14361
    • Hodgson, D.M.1    Gibbs, A.R.2    Lee, G.P.3
  • 4
    • 0030984990 scopus 로고    scopus 로고
    • Examples include: (a) Iida, T.; Yamamoto, N.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1997, 119, 4783. (Enantioselective ring opening.) (b) Asami, M. Bull. Chem. Soc. Jpn. 1990, 63, 721. (c) Su, H.; Walder, L.; Zhang, Z.-da; Scheffold, R. Helv. Chim. Acts 1988, 71, 1073. References b and c describe the synthesis of optically active allylic alcohols.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 4783
    • Iida, T.1    Yamamoto, N.2    Sasai, H.3    Shibasaki, M.4
  • 5
    • 0025327884 scopus 로고
    • Examples include: (a) Iida, T.; Yamamoto, N.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1997, 119, 4783. (Enantioselective ring opening.) (b) Asami, M. Bull. Chem. Soc. Jpn. 1990, 63, 721. (c) Su, H.; Walder, L.; Zhang, Z.-da; Scheffold, R. Helv. Chim. Acts 1988, 71, 1073. References b and c describe the synthesis of optically active allylic alcohols.
    • (1990) Bull. Chem. Soc. Jpn. , vol.63 , pp. 721
    • Asami, M.1
  • 6
    • 84986401446 scopus 로고
    • Examples include: (a) Iida, T.; Yamamoto, N.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1997, 119, 4783. (Enantioselective ring opening.) (b) Asami, M. Bull. Chem. Soc. Jpn. 1990, 63, 721. (c) Su, H.; Walder, L.; Zhang, Z.-da; Scheffold, R. Helv. Chim. Acts 1988, 71, 1073. References b and c describe the synthesis of optically active allylic alcohols.
    • (1988) Helv. Chim. Acts , vol.71 , pp. 1073
    • Su, H.1    Walder, L.2    Zhang, Z.-D.3    Scheffold, R.4
  • 13
    • 0039216534 scopus 로고
    • (b) Naumov, V. A.; Bezzubov, V. M. J. Struct. Chem. 1967, 8, 466; translated from Zh. Strukt. Khim. 1967, 8, 530.
    • (1967) Zh. Strukt. Khim. , vol.8 , pp. 530
  • 20
    • 0004292749 scopus 로고    scopus 로고
    • Wavefunction, Inc., Irvine, CA
    • Spartan Version 3.0 from Wavefunction, Inc., Irvine, CA.
    • Spartan Version 3.0
  • 23
    • 17344363452 scopus 로고    scopus 로고
    • note
    • Version MM3(94) was used. The latest version of the MM3 program, which is referred to as MM3(96), is available to academic users from the Quantum Chemistry Program Exchange and to commercial users from Tripos Associates, 1699 South Hanley St., St. Louis, MO 63144.
  • 24
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    • Anet, F. A. L.; Bourn, A. J. J. Am. Chem. Soc. 1967, 89, 760. The authors reported the barrier as 10.3 and 10.22 kcal/mol in the abstract and Table 1 of the paper, respectively, and in ref 6a of our paper, footnote 6, the barrier is given as 10.1 kcal/mol. We use here an average of the three numbers.
    • (1967) J. Am. Chem. Soc. , vol.89 , pp. 760
    • Anet, F.A.L.1    Bourn, A.J.2
  • 25
    • 17344364570 scopus 로고    scopus 로고
    • Department of Chemistry, University of Georgia, Athens, Georgia, private communication
    • Schleyer, P. von R., Department of Chemistry, University of Georgia, Athens, Georgia, private communication.
    • Schleyer, P.V.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.