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Volumn 70, Issue 21, 2005, Pages 8454-8460

Endo entry to the nortricyclyl-norbornenyl cation system: Stereochemistry in the fragmentation of endo-5-norbornenyl-2-oxychlorocarbene

Author keywords

[No Author keywords available]

Indexed keywords

BORON COMPOUNDS; CHLORINE COMPOUNDS; COMPUTATIONAL METHODS; ELECTRON TRANSITIONS; STEREOCHEMISTRY;

EID: 26844491206     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051222o     Document Type: Article
Times cited : (10)

References (44)
  • 16
    • 26844534727 scopus 로고    scopus 로고
    • note
    • See ref 14 for correlations of optical rotation and absolute configuration.
  • 19
    • 0013566160 scopus 로고
    • 1H NMR spectrum of endo-chloride 7 is described by R. V. Moen and H. S. Makowski (Anal. Chem. 1967, 39, 1860)
    • (1967) Anal. Chem. , vol.39 , pp. 1860
    • Makowski, H.S.1
  • 22
    • 0032507281 scopus 로고    scopus 로고
    • For examples of the assignment of absolute configuration by ab initio theory and the calculation of [α]D, see: (a) Kondru, R. K.; Wipf, P.; Beratan, D. N. J. Am. Chem. Soc. 1998, 120, 2204.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2204
    • Kondru, R.K.1    Wipf, P.2    Beratan, D.N.3
  • 28
    • 26844473595 scopus 로고    scopus 로고
    • note
    • Optical rotations were obtained on an automated polarimeter; readings were reproducible to ±0.002°.
  • 29
    • 26844435882 scopus 로고    scopus 로고
    • note
    • 9
  • 37
    • 26844574090 scopus 로고    scopus 로고
    • note
    • The data quoted here are "averages" from photochemical and thermal generations of the carbene. The stereochemical data obtained from the enantiomeric carbene (R)-8 are comparable (Table 3).
  • 38
    • 26844486760 scopus 로고    scopus 로고
    • note
    • 31b Activation energies were corrected for zero-point energy differences (ZPVE, unsealed) and thermal effects at 298.150 K. Vibrational analyses established the nature of all stationary points as either energy minima (no imaginary frequencies) or first-order saddle points (one imaginary frequency).
  • 41
    • 26844503421 scopus 로고    scopus 로고
    • note
    • Note, however, that the computed transition states pertain to (R)-S whereas the schematic transition states are drawn for (S)-8.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.