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Volumn 7, Issue 10, 1996, Pages 3047-3054

A new asymmetric entry to 2-substituted piperidines. A concise synthesis of (+)-coniine, (-)-pelletierine, (+)-δ-coniceine, and (+)-epidihydropinidine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CONIINE; DELTA CONICEINE; EPIDIHYDROPINIDINE; PELLETIERINE; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030272385     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00395-3     Document Type: Article
Times cited : (70)

References (36)
  • 1
    • 0002437687 scopus 로고
    • ed. by Brossi, A. Academic Press, San Diego
    • 1. (a) Strunzand, G. M.; Findlay, J. A. In The Alkaloids, ed. by Brossi, A. Academic Press, San Diego, 1986, Vol 26, p. 89.
    • (1986) The Alkaloids , vol.26 , pp. 89
    • Strunzand, G.M.1    Findlay, J.A.2
  • 17
    • 85030274609 scopus 로고    scopus 로고
    • note
    • 11. Compoud 1 was prepared by the tosylation of 5-hexenol followed by the azidation with sodium azide in DMF (69%, 2 steps).
  • 20
    • 33750247077 scopus 로고    scopus 로고
    • These ligands were provided by Prof. K. B. Sharpless and Dr. H. Becker (Scripps Research Institute)
    • 14. Becker, H.; Sharpless, K. B. Angew. Chem. Int. Ed. Engl. 1996, 35, 448. These ligands were provided by Prof. K. B. Sharpless and Dr. H. Becker (Scripps Research Institute).
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 448
    • Becker, H.1    Sharpless, K.B.2
  • 21
    • 85030279771 scopus 로고    scopus 로고
    • note
    • 15. Enantiomeric excess of 6 and ent-6 was determined as their dinitorobenzoates by HPLC using Daicel CHIRALPAC AS.
  • 22
    • 85030277658 scopus 로고    scopus 로고
    • note
    • 2-AQN ligands were very recently commercially available from Aldrich Chemical Co., Inc.
  • 25
    • 85030271594 scopus 로고    scopus 로고
    • note
    • 19. The hydrochloride salts (mp 175-8 °C) of 10 and ent-10 were recrystallized from of ethyl acetate containing a small of 2-propanol. Accordingly, their ees would have been improved, but their values remain undetermined.
  • 26
    • 85030279144 scopus 로고    scopus 로고
    • note
    • 20. Recent syntheses of (+)-coniine: (a) refs. 2a,b,3a,b.
  • 29
    • 85030271530 scopus 로고    scopus 로고
    • note
    • 8
  • 31
    • 85030278384 scopus 로고    scopus 로고
    • note
    • 2a,7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.