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Volumn 1, Issue 3, 2003, Pages 547-551

Diastereoselective preparation of 2,4,6-trisubstituted-2′-cyano-piperidines: Application to the construction of the carbon framework of perhydrohistrionicotoxin

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ISOMERS; MIXTURES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; REACTION KINETICS; SOLUTIONS; SUBSTITUTION REACTIONS;

EID: 0041818079     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b209387a     Document Type: Article
Times cited : (25)

References (38)
  • 13
    • 0001933895 scopus 로고
    • For a general survey of strategies aimed at the construction of the azaspiroundecane ring system see: M. Kotera, Bull. Soc. Chim. Fr., 1989, 370.
    • (1989) Bull. Soc. Chim. Fr. , pp. 370
    • Kotera, M.1
  • 22
    • 0041487516 scopus 로고    scopus 로고
    • note
    • For the synthesis and structural determination of compound 7e see ref. 5.
  • 23
    • 0042489360 scopus 로고    scopus 로고
    • note
    • It was anticipated that in view of the previous results, cyanation of 6e should take place at the unsubstituted C-6 position.
  • 24
    • 0036135888 scopus 로고    scopus 로고
    • note
    • It seems likely that deprotonation of 2e yielded an intermediate lithiated species which was attacked from the equatorial direction by the electrophile to produce 3e with the stereochemistry indicated in the Fig. 1. For leading references concerning the reactivity of nitrile-stabilized carbanions see: F. F. Fleming and B. C. Shook, Tetrahedron, 2002, 58, 1 and references cited therein.
    • (2002) Tetrahedron , vol.58 , pp. 1
    • Fleming, F.F.1    Shook, B.C.2
  • 30
    • 0042489359 scopus 로고    scopus 로고
    • CCDC reference number 195340
    • CCDC reference number 195340. See http://www.rsc.org/suppdata/ob/b2/b209387a/ for crystallographic files in .cif or other electronic format.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.