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Volumn 51, Issue 50, 2010, Pages 6611-6614

Synthesis of (-)-pinidinone

Author keywords

Diastereoselectivity; Heterogenous catalysis; Natural products; Palladium; Piperidines

Indexed keywords

COPPER CHLORIDE; PALLADIUM; PINIDINONE; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 78650248728     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.10.049     Document Type: Article
Times cited : (9)

References (39)
  • 20
    • 85030586403 scopus 로고    scopus 로고
    • The relative 2,6-trans-configuration of major product 3 was determined on the basis of ID NOESY experiments.
    • The relative 2,6-trans-configuration of major product 3 was determined on the basis of ID NOESY experiments.
  • 32
    • 78650232502 scopus 로고
    • It is reported that (+)-2-epipinidinone slowly epimerises to 2,6-cis-configured (-)- pinidinone (1) even on standing in MeOH at room temperature for a few days (see Ref. 1a). Such solution epimerisation was also reported for other piperidine alkaloids of similar structures, see, for example Pelletier, S. W., Ed.; John Wiley and Sons: New York
    • It is reported that (+)-2-epipinidinone slowly epimerises to 2,6-cis-configured (-)- pinidinone (1) even on standing in MeOH at room temperature for a few days (see Ref. 1a). Such solution epimerisation was also reported for other piperidine alkaloids of similar structures, see, for example Fodor, G. B.; Colasanti, B. In Alkaloids Chemical and Biological Perspectives; Pelletier, S. W., Ed.; John Wiley and Sons: New York, 1985; Vol. 3, pp 49-73.
    • (1985) Alkaloids Chemical and Biological Perspectives , vol.3 , pp. 49-73
    • Fodor, G.B.1    Colasanti, B.2
  • 33
    • 85030589873 scopus 로고    scopus 로고
    • note
    • q-Ph), 172.9 (s, C=O).
  • 38
    • 85030583111 scopus 로고    scopus 로고
    • note
    • 4OH) partial epimerisation of 10 into thermodynamically more stable 9 was observed.
  • 39
    • 85030587108 scopus 로고    scopus 로고
    • note
    • 3), 173.1 (s, C=O). The relative 2,6-trans-configuration of 11 was confirmed on the basis of 1D NOESY experiments.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.