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Volumn 50, Issue 2, 1999, Pages 731-738

A radical route to morphans. Synthesis and spectroscopic data of the 2- azabicyclo[3.3.1]Nonane

Author keywords

[No Author keywords available]

Indexed keywords

1 BENZYL 2 AZABICYCLO[3.3.1]NONAN 3 ONE; ALKENE; KETONE; UNCLASSIFIED DRUG;

EID: 0033117664     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-98-s(h)69     Document Type: Article
Times cited : (12)

References (32)
  • 9
    • 0000627957 scopus 로고    scopus 로고
    • For a recent approach to the morphan nucleus by formation of C(5)-C(6) bond involving a radical cyclization, see: G. A. Molander and C. H. Harris, J. Org. Chem., 1997, 62, 7418.
    • (1997) J. Org. Chem. , vol.62 , pp. 7418
    • Molander, G.A.1    Harris, C.H.2
  • 18
    • 0345442232 scopus 로고
    • The morphan stereoparent (10) had been synthesized starting from m-nitrophenylacetic acid derivatives by means of hydrogenation, followed by lactamization and further reduction of the resulting lactam: (a) M. W. Cronyn, J. Org. Chem., 1949, 14, 1013.
    • (1949) J. Org. Chem. , vol.14 , pp. 1013
    • Cronyn, M.W.1
  • 20
    • 0002639377 scopus 로고    scopus 로고
    • Trichloroacetamide (7) was also available by trichloroacetylation (80%) of W-benzyl-N-(3-cyclohexenyl)amine, previously described by us: J. Quirante, C. Escolano, and J. Bonjoch, Synlett, 1997, 179.
    • (1997) Synlett , pp. 179
    • Quirante, J.1    Escolano, C.2    Bonjoch, J.3
  • 21
    • 0345011160 scopus 로고    scopus 로고
    • note
    • 3: C, 48.81; H, 4.64; N, 3.79; Cl, 38.42. Found: C, 49.08; H, 4.66; N, 3.81; Cl, 38.42.
  • 22
    • 0344148673 scopus 로고    scopus 로고
    • note
    • 3), 123.5 and 127.1 (C-1 and C-2), 161.1 (CO)
  • 28
    • 0345011159 scopus 로고
    • For the conformational preference of the nonbonding electron pair in NH piperidine derivatives, see: (a) J. B. Lambert, D. S. Bailey, and B. F. Michel, J. Am. Chem. Soc., 1972, 94, 3812.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 3812
    • Lambert, J.B.1    Bailey, D.S.2    Michel, B.F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.