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Volumn 5, Issue 3, 1999, Pages 1106-1117

Surpassing torquoelectronic effects in conrotatory ring closures: Origins of stereocontrol in intramolecular ketenimine - Imine [2+2] cycloadditions

Author keywords

ab initio calculations; Cycloadditions; Density functional calculation; Ketenimines; Stereochemistry

Indexed keywords

IMINE; KETENE DERIVATIVE; QUINAZOLINE DERIVATIVE;

EID: 0033062842     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3765(19990301)5:3<1106::aid-chem1106>3.0.co;2-i     Document Type: Article
Times cited : (46)

References (76)
  • 6
  • 9
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    • ref. 5a, pp. 113-114
    • For reviews on [2+2] cycloaddition reactions of ketenimines see: a) ref. 5a, pp. 113-114;
  • 12
  • 13
    • 84985631231 scopus 로고
    • B. Arnold, M. Regitz, Angew. Chem. 1979, 91, 337; Angew. Chem. Int. Ed. Engl. 1979, 18, 320.
    • (1979) Angew. Chem. Int. Ed. Engl. , vol.18 , pp. 320
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    • note
    • 5-Phosphazenes are also known as iminophosphoranes and phosphine imines.
  • 22
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    • note
    • 4), δ = 6.48.
  • 42
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    • K. N. Houk, Y. Li, J. D. Evanseck, Angew. Chem. 1992, 704, 711; Angew. Chem. Int. Ed. Engl. 1992, 31, 682.
    • (1992) Angew. Chem. Int. Ed. Engl. , vol.31 , pp. 682
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    • 0004105856 scopus 로고
    • Longman, Essex, and references therein
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    • (1987) Physical Organic Chemistry , pp. 158
    • Isaacs, N.S.1
  • 49
    • 0001406565 scopus 로고
    • For recent examples of this approximation see, for instance: a) Y. Wu, K. N. Houk, J. Am. Chem. Soc. 1993, 115, 10992;
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10992
    • Wu, Y.1    Houk, K.N.2
  • 52
    • 0039943635 scopus 로고    scopus 로고
    • note
    • In contrast, cycloaduct cis-10d is formed with a high degree of stereocontrol (Table 2). In this case, however, the iminic part of 9 has two substituents, a particular case not considered in our computational study.
  • 61
    • 0001192473 scopus 로고    scopus 로고
    • (Eds.: K. B. Lipkowitz, D. B. Boyd), VCH Publishers, New York
    • b) L. J. Bartolotti, K. Fluchick in Reviews in Computational Chemistry, vol. 7 (Eds.: K. B. Lipkowitz, D. B. Boyd), VCH Publishers, New York, 1996, pp. 187-216;
    • (1996) Reviews in Computational Chemistry , vol.7 , pp. 187-216
    • Bartolotti, L.J.1    Fluchick, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.