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Volumn 14, Issue 16, 2012, Pages 4278-4281

Asymmetric synthesis of the tropane alkaloid (+)-pseudococaine via ring-closing iodoamination

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID; COCAINE; PSEUDOCOCAINE; TROPANE DERIVATIVE;

EID: 84865257015     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3020607     Document Type: Article
Times cited : (37)

References (32)
  • 12
    • 0035833113 scopus 로고    scopus 로고
    • For a related approach towards a tropane scaffold from a cyclohept-3-enamine precursor, see: Agami, C.; Couty, F.; Rabasso, N. Tetrahedron Lett. 2001, 42, 4633
    • (2001) Tetrahedron Lett. , vol.42 , pp. 4633
    • Agami, C.1    Couty, F.2    Rabasso, N.3
  • 15
    • 59949097919 scopus 로고    scopus 로고
    • Compound 6 was produced from commercially available 4-pentenal in 91% yield and >99:1 dr using our highly (E)-selective MeMgBr mediated Wadsworth-Emmons procedure; see
    • Compound 6 was produced from commercially available 4-pentenal in 91% yield and >99:1 dr using our highly (E)-selective MeMgBr mediated Wadsworth-Emmons procedure; see: Claridge, T. D.W.; Davies, S. G.; Lee, J. A.; Nicholson, R. L.; Roberts, P. M.; Russell, A. J.; Smith, A. D.; Toms, S. M. Org. Lett. 2008, 10, 5437
    • (2008) Org. Lett. , vol.10 , pp. 5437
    • Claridge, T.D.W.1    Davies, S.G.2    Lee, J.A.3    Nicholson, R.L.4    Roberts, P.M.5    Russell, A.J.6    Smith, A.D.7    Toms, S.M.8
  • 16
    • 0028126511 scopus 로고
    • The stereochemical outcome of this reaction was initially assigned by reference to our transition state mnemonic which rationalizes the diastereoselectivity observed upon conjugate addition of lithium amides derived from α-methylbenzylamine; see
    • The stereochemical outcome of this reaction was initially assigned by reference to our transition state mnemonic which rationalizes the diastereoselectivity observed upon conjugate addition of lithium amides derived from α-methylbenzylamine; see: Costello, J. F.; Davies, S. G.; Ichihara, O. Tetrahedron: Asymmetry 1994, 10, 1999
    • (1994) Tetrahedron: Asymmetry , vol.10 , pp. 1999
    • Costello, J.F.1    Davies, S.G.2    Ichihara, O.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.