메뉴 건너뛰기




Volumn 18, Issue 16, 2012, Pages 5056-5063

New types of reactivity of α,β-unsaturated N,N- dimethylhydrazones: Chemodivergent diastereoselective synthesis of functionalized tetrahydroquinolines and hexahydropyrrolo[3,2-b]indoles

Author keywords

domino reactions; heterocycles; Lewis acids; multicomponent reactions; stereoselectivity

Indexed keywords

AROMATIC ALDEHYDE; AROMATIC IMINES; C-C BONDS; DIASTEREOSELECTIVE; DIASTEREOSELECTIVE SYNTHESIS; DIENOPHILES; DOMINO PROCESS; DOMINO REACTIONS; FUNCTIONALIZED; HETERO DIELS-ALDER REACTION; HETEROCYCLES; HYDRAZONES; LEWIS ACIDS; METHACROLEIN; MULTI-COMPONENT REACTIONS; ONE POT; STEREOCENTERS;

EID: 84858661774     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201103562     Document Type: Article
Times cited : (35)

References (54)
  • 12
    • 60149112538 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1194-1196
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1194-1196
  • 14
    • 77949632348 scopus 로고    scopus 로고
    • for a review of the use of 1-azadienes in cycloaddition and multicomponent reactions, see
    • R. Lazny, A. Nodzewska, Chem. Rev. 2010, 110, 1386-1434; for a review of the use of 1-azadienes in cycloaddition and multicomponent reactions, see
    • (2010) Chem. Rev. , vol.110 , pp. 1386-1434
    • Lazny, R.1    Nodzewska, A.2
  • 31
    • 34248386529 scopus 로고    scopus 로고
    • For a proposal for the systematization of vinylogous Povarov reactions, see
    • For a proposal for the systematization of vinylogous Povarov reactions, see:, V. Sridharan, C. Avendaño, J. C. Menéndez, Synlett 2007, 1079-1082.
    • (2007) Synlett , pp. 1079-1082
    • Sridharan, V.1    Avendaño, C.2    Menéndez, J.C.3
  • 32
    • 34247587011 scopus 로고    scopus 로고
    • For a preliminary report that describes the preparation of some example compounds of 3, although with a smaller scope than that herein, see
    • For a preliminary report that describes the preparation of some example compounds of 3, although with a smaller scope than that herein, see:, V. Sridharan, P. T. Perumal, C. Avendaño, J. C. Menéndez, Org. Biomol. Chem. 2007, 5, 1351-1353.
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 1351-1353
    • Sridharan, V.1    Perumal, P.T.2    Avendaño, C.3    Menéndez, J.C.4
  • 42
    • 77953306636 scopus 로고    scopus 로고
    • For a review of the use of CAN as a catalyst in synthesis, see
    • For a review of the use of CAN as a catalyst in synthesis, see:, V. Sridharan, J. C. Menéndez, Chem. Rev. 2010, 110, 3805-3849.
    • (2010) Chem. Rev. , vol.110 , pp. 3805-3849
    • Sridharan, V.1    Menéndez, J.C.2
  • 46
    • 36749031103 scopus 로고    scopus 로고
    • For the description of a method for bis(indoline) construction involving Pd-catalyzed successive amide-transfer reactions to internal alkenes, which includes the synthesis of one example of the hexahydropyrrolo[3,2-b]indole system, see
    • For the description of a method for bis(indoline) construction involving Pd-catalyzed successive amide-transfer reactions to internal alkenes, which includes the synthesis of one example of the hexahydropyrrolo[3,2-b]indole system, see:, K. Muñiz, J. Am. Chem. Soc. 2007, 129, 14542-14543.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 14542-14543
    • Muñiz, K.1
  • 52
    • 0033537957 scopus 로고    scopus 로고
    • A closely related intermediate has been proposed for the reaction between an aromatic imine and an aldehyde to give transimination products similar to ours; see
    • A closely related intermediate has been proposed for the reaction between an aromatic imine and an aldehyde to give transimination products similar to ours; see:, G. Babu, P. T. Perumal, Tetrahedron 1999, 55, 4793-4802.
    • (1999) Tetrahedron , vol.55 , pp. 4793-4802
    • Babu, G.1    Perumal, P.T.2
  • 54
    • 84986366191 scopus 로고
    • For the preparation of 2, see
    • For the preparation of 2, see:, A. Waldner, Helv. Chim. Acta 1988, 71, 486-492.
    • (1988) Helv. Chim. Acta , vol.71 , pp. 486-492
    • Waldner, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.