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Volumn 75, Issue 12, 2010, Pages 4333-4336

Synthetic approaches to racemic porantheridine and 8-epihalosaline via a nitroso diels-alder cycloaddition/ring-rearrangement metathesis sequence

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREOSELECTIVE REDUCTION; DIELS-ALDER; DIELS-ALDER CYCLOADDITIONS; FORMAL SYNTHESIS; GRIGNARD REAGENT; METATHESIS SEQUENCES; NITROSO; ONE POT; SYNTHETIC APPROACH; TOTAL SYNTHESIS;

EID: 77953523695     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo100768d     Document Type: Article
Times cited : (38)

References (59)
  • 9
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    • Total syntheses
    • Total syntheses: Gossinger, E. Tetrahedron Lett. 1980, 21, 2229-2232
    • (1980) Tetrahedron Lett. , vol.21 , pp. 2229-2232
    • Gossinger, E.1
  • 15
    • 0033936728 scopus 로고    scopus 로고
    • Isolation
    • Isolation: Hootelé, C.; Mill, S. J. Nat. Prod. 2000, 63, 762-764
    • (2000) J. Nat. Prod. , vol.63 , pp. 762-764
    • Hootelé, C.1
  • 30
    • 54249164568 scopus 로고    scopus 로고
    • Selected applications in total syntheses
    • Selected applications in total syntheses: Barbe, G.; Charette, A. G. J. Am. Chem. Soc. 2008, 130, 13873-13875
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 13873-13875
    • Barbe, G.1    Charette, A.G.2
  • 36
    • 77953502937 scopus 로고    scopus 로고
    • The use of other hydrogenation catalysts resulted in the extensive formation of dehydrogenation compound 8
    • The use of other hydrogenation catalysts resulted in the extensive formation of dehydrogenation compound 8.
  • 39
    • 33748542524 scopus 로고
    • For a review, see
    • For a review, see: Johnson, F. J. Chem. Rev. 1968, 68, 375-413
    • (1968) J. Chem. Rev. , vol.68 , pp. 375-413
    • Johnson, F.1
  • 45
    • 0030053102 scopus 로고    scopus 로고
    • One related example of 2,3-cis-disubstituted piperidines from N -alkylpiperidones has been reported
    • One related example of 2,3-cis-disubstituted piperidines from N -alkylpiperidones has been reported: Micouin, L.; Quirion, J.-C.; Husson, H.-P. Tetrahedron Lett. 1996, 37, 849-852
    • (1996) Tetrahedron Lett. , vol.37 , pp. 849-852
    • Micouin, L.1    Quirion, J.-C.2    Husson, H.-P.3
  • 46
    • 0011828327 scopus 로고
    • For related syntheses of 2,5-disubstituted pyrrolidines from N -alkylpyrrolidinones, see ref 12a and
    • For related syntheses of 2,5-disubstituted pyrrolidines from N -alkylpyrrolidinones, see ref 12a and: Shibagaki, M.; Matsushita, H.; Kaneko, H. Heterocycles 1986, 24, 2315-2319
    • (1986) Heterocycles , vol.24 , pp. 2315-2319
    • Shibagaki, M.1    Matsushita, H.2    Kaneko, H.3
  • 47
    • 0037424287 scopus 로고    scopus 로고
    • For the synthesis of 2,6- trans -disubstituted piperidines from thiolactams, see
    • For the synthesis of 2,6- trans -disubstituted piperidines from thiolactams, see: Amat, M.; Llor, N.; Hidalgo, J.; Escolano, C.; Bosch, J. J. Org. Chem. 2003, 68, 1919-1928
    • (2003) J. Org. Chem. , vol.68 , pp. 1919-1928
    • Amat, M.1    Llor, N.2    Hidalgo, J.3    Escolano, C.4    Bosch, J.5
  • 56
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    • 4 at 20.4 ppm, which is in agreement with typical values reported for 2,6-trans - disubstituted piperidine models. See ref 11a and
    • 4 at 20.4 ppm, which is in agreement with typical values reported for 2,6-trans-disubstituted piperidine models. See ref 11a and: Eliel, E. L.; Kandasamy, D.; Yen, C.-y.; Hargrave, K. D. J. Am. Chem. Soc. 1980, 102, 3698-3707
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 3698-3707
    • Eliel, E.L.1    Kandasamy, D.2    Hargrave, K.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.