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Volumn 47, Issue 4-5, 1991, Pages 541-548

A two-step synthesis of 2-exo-substituted 2-endo-aminonorbornenes from 2-acetamidonorbornene-2-carboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

NORBORNANE DERIVATIVE;

EID: 0026098405     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)87043-5     Document Type: Article
Times cited : (2)

References (24)
  • 7
    • 33847800833 scopus 로고
    • A similar exo-selectivity was observed for the nucleophilic attack on the carbonyl group of norbornan-2-one.
    • (1975) Chem. Rev. , vol.75 , pp. 521
    • Ashby1    Laemmle2
  • 8
    • 84918210727 scopus 로고    scopus 로고
    • The result clearly indicates that the higher current density is required for initiation of the anodic oxidation of the sterically hindered carboxylic acid such as 1′.
  • 9
    • 0008575693 scopus 로고
    • In these electrode reactions no elimination and rearrangement reactions took place probably due to the intervention of the rather stable N-acylimines as a transient intermediate. On the other hand anodic oxidation of norbornene-2-carboxylic acid in MeOH afforded 3-methoxynortricyclene via a non-classical cationic intermediate.
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 2645
    • Corey1    Bauld2    LaLonde3    Casanova4    Kaiser5
  • 10
    • 84918210726 scopus 로고    scopus 로고
    • Preliminary communication: Yamazaki, H.; Horikawa, H.; Nishitani, T.; Iwasaki, T. Tetrahedron Lett. in press.
  • 13
    • 84986409622 scopus 로고
    • Elektrochemische Decarboxylierung vonL.-Threonin- und Oligopeptid-Derivaten unter Bildung vonN-Acyl-N, O-acetalen: Herstellung von Oligopeptiden mit Carboxamid-oder Phosphonat-C-Terminus
    • Seebach et al. reported the Lewis acid catalyzed nucleophilic substitutions on N-acyl-α-methoxyalkylamines, but high diastereoselectivities were not observed., and references cited therein
    • (1989) Helvetica Chimica Acta , vol.72 , pp. 401
    • Seebach1    Charczuk2    Gerber3    Renaud4
  • 18
    • 84918210725 scopus 로고    scopus 로고
    • Attempts to prepare 3′f and 3′g as authentic samples failed. Accordingly we did not estimate the accurate values of 3f/3′f and 3g/3′g ratio. The HPLC analyses of these reaction mixtures suggested that the 3f/3′f and 3g/3′g ratios are 98:2 and 97:3, respectively.
  • 19
    • 84918210724 scopus 로고    scopus 로고
    • Stereoscopic view of 3f
  • 20
    • 84918210723 scopus 로고    scopus 로고
    • Some of these compounds reported herein showed moderate antiulcer activities. The details will be reported elsewhere in the near future.
  • 24
    • 84918210721 scopus 로고    scopus 로고
    • MULTAN 80: A computer program for atomic analysis of phase problem.; Main, P.; German, G.; Woolfson, M.M. Univ. of York, England.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.