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Volumn 11, Issue 7, 2009, Pages 1647-1650

Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl β-amino ketone ketals

Author keywords

[No Author keywords available]

Indexed keywords

3-TROPINONE; IMINE; KETONE; SULFINIMINE; SULFONIUM DERIVATIVE; TROPANE DERIVATIVE; TROPANONE;

EID: 64349084023     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9002948     Document Type: Article
Times cited : (34)

References (33)
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    • For reviews see: a
    • For reviews see: (a) O'Hagan, D. Nat. Prod. Repi. 2000, 17, 435.
    • (2000) Nat. Prod. Repi , vol.17 , pp. 435
    • O'Hagan, D.1
  • 3
    • 0001384546 scopus 로고    scopus 로고
    • For a review of these methods, see
    • For a review of these methods, see: Singh, S. Chem. Rev. 2000, 100, 925.
    • (2000) Chem. Rev , vol.100 , pp. 925
    • Singh, S.1
  • 4
    • 4644291195 scopus 로고    scopus 로고
    • For an excellent summary of these reactions, see: a
    • For an excellent summary of these reactions, see: (a) Mans, D. M.; Pearson, W. H. Org. Lett. 2004, 6, 3305.
    • (2004) Org. Lett , vol.6 , pp. 3305
    • Mans, D.M.1    Pearson, W.H.2
  • 5
    • 64349115134 scopus 로고    scopus 로고
    • Mans, D. M. Aza-Bridged Bicyclic Amines From (2-Azaallyl) stannanes and the Total Synthesis of (+) -Cocaine. Ph. D. Thesis, Univ. Mchigan, Ann Arbor, MI, USA, 2004.
    • (b) Mans, D. M. Aza-Bridged Bicyclic Amines From (2-Azaallyl) stannanes and the Total Synthesis of (+) -Cocaine. Ph. D. Thesis, Univ. Mchigan, Ann Arbor, MI, USA, 2004.
  • 6
    • 0032511118 scopus 로고    scopus 로고
    • Lin, R.; Castells, J.; Rapoport, H. iJ. Org. Chem. 1998, 63, 4069.
    • Lin, R.; Castells, J.; Rapoport, H. iJ. Org. Chem. 1998, 63, 4069.
  • 18
    • 46549103031 scopus 로고
    • For reviews on the Mannich reaction, see: a
    • For reviews on the Mannich reaction, see: (a) Speckamp, W. N.; Hiemstra, H. Tetrahedron 1985, 41, 4367.
    • (1985) Tetrahedron , vol.41 , pp. 4367
    • Speckamp, W.N.1    Hiemstra, H.2
  • 26
    • 34548741241 scopus 로고    scopus 로고
    • In racemic approaches to the alkaloid stemofoline, Thomas et al. used a similar approach and observed the rearrangement of a depyrrolidine to a tropinone. Baylis, A. M.; Davies, M. P. H.; Thomas, E. J. Org. Biomol. Chem. 2007, 5, 3139.
    • In racemic approaches to the alkaloid stemofoline, Thomas et al. used a similar approach and observed the rearrangement of a depyrrolidine to a tropinone. Baylis, A. M.; Davies, M. P. H.; Thomas, E. J. Org. Biomol. Chem. 2007, 5, 3139.
  • 27
    • 0035826379 scopus 로고    scopus 로고
    • For applications of masked oxo sulfinimines in asymmetric synthesis, see: a
    • For applications of masked oxo sulfinimines in asymmetric synthesis, see: (a) Davis, F. A.; Zhang, H.; Lee, S. H. Org. Lett. 2001, 3, 759.
    • (2001) Org. Lett , vol.3 , pp. 759
    • Davis, F.A.1    Zhang, H.2    Lee, S.H.3
  • 29
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    • Ref 18
    • (c) Ref 18.
  • 33
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    • For leading references to the catalyytic hydrogenation of β-ketoesters, see
    • For leading references to the catalyytic hydrogenation of β-ketoesters, see: Thomassigny, C.; Greck, C. Tetrahedron: Asymmetry 2004, 15, 199.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 199
    • Thomassigny, C.1    Greck, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.