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Volumn 64, Issue 18, 1999, Pages 6635-6645

Control of the stereochemistry of kinetic protonation: Intramolecular proton delivery

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE DERIVATIVE; KETONE DERIVATIVE; PROTON;

EID: 0032887310     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990323h     Document Type: Article
Times cited : (33)

References (64)
  • 1
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    • note
    • (a) This is paper 252 of the general series.
  • 3
    • 0000810247 scopus 로고    scopus 로고
    • Paper 249, see Zimmerman, H. E. J. Phys. Chem. A 1998, 102, 5616-5621. For paper 250, see: Zimmerman, H. E.; Sebek, P.; Zhu, Z. J. Am. Chem. Soc. 1998, 98, 8549-8550.
    • (1998) J. Phys. Chem. A , vol.102 , pp. 5616-5621
    • Zimmerman, H.E.1
  • 4
    • 0032569178 scopus 로고    scopus 로고
    • Paper 249, see Zimmerman, H. E. J. Phys. Chem. A 1998, 102, 5616-5621. For paper 250, see: Zimmerman, H. E.; Sebek, P.; Zhu, Z. J. Am. Chem. Soc. 1998, 98, 8549-8550.
    • (1998) J. Am. Chem. Soc. , vol.98 , pp. 8549-8550
    • Zimmerman, H.E.1    Sebek, P.2    Zhu, Z.3
  • 17
    • 0001825245 scopus 로고
    • Base-catalyzed rearrangements
    • DeMayo, P., Ed. Interscience: New York, Chapter 6
    • Zimmerman, H. E. Base-Catalyzed Rearrangements. In Molecular Rearrangements; DeMayo, P., Ed. Interscience: New York, 1963; Chapter 6, pp 345-406.
    • (1963) Molecular Rearrangements , pp. 345-406
    • Zimmerman, H.E.1
  • 34
    • 84985053266 scopus 로고
    • (a) Cf. the extensive work of Wentrup on pyridyl-substituted carbenes with evidence for a tautomeric relationship between 2-pyridylcarbenes and the isomeric triazopyridines: Wentrup, C. Helv. Chim. Acta 1978, 61, 1755-1763.
    • (1978) Helv. Chim. Acta , vol.61 , pp. 1755-1763
    • Wentrup, C.1
  • 40
    • 0345559930 scopus 로고    scopus 로고
    • note
    • 21b At the time of computation we were unaware of these. However, it is of interest to compare the results, where comparable systems are considered. These are qualitatively similar despite different computational methods and basis orbitals.
  • 48
    • 0345128405 scopus 로고    scopus 로고
    • Reference 14
    • (a) Reference 14.
  • 50
    • 0345559929 scopus 로고
    • Ph.D. Thesis, Northwestern University
    • (c) Paufler, R. M., Ph.D. Thesis, Northwestern University, 1960.
    • (1960)
    • Paufler, R.M.1
  • 59
    • 0345559903 scopus 로고    scopus 로고
    • note
    • 32b with the same comment that countless syntheses proceed via formal carbanions as enolates which in the final step are protonated to give less stable isomers. The mechanistic analysis followed that in our publications. But it was stated that there had been hardly any systematic study of the stereochemistry of protonation. No reference was made to the earlier studies except for listing of our review.
  • 61
    • 84872521185 scopus 로고
    • SHELXTL version 5 reference manual
    • 6300 Enterprise Dr., Madison, WI
    • Sheldrick, G. M. 1994. SHELXTL Version 5 Reference Manual. Siemens Analytical X-ray Instruments, 6300 Enterprise Dr., Madison, WI 53719-1173.
    • (1994) Siemens Analytical X-ray Instruments , pp. 53719-61173
    • Sheldrick, G.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.