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Volumn 21, Issue 1, 2009, Pages 233-238

Enantioselective catalytic reduction of ketoimines with trichlorosilane promoted by readily available chiral Lewis bases

Author keywords

Chiral amines; Enantioselectivity; Lewis bases; Organic catalysis; Trichlorosilane

Indexed keywords

AMIDE; AMINE; BENZOPHENONE DERIVATIVE; IMINE; KETOIMINE DERIVATIVE; LEWIS BASE; N PHENYLBENZOPHENONE IMINE; PICOLINIC ACID; SILANE DERIVATIVE; TRICHLOROSILANE; UNCLASSIFIED DRUG;

EID: 59849094066     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20615     Document Type: Article
Times cited : (35)

References (17)
  • 1
    • 0038106171 scopus 로고    scopus 로고
    • Additions of organometallic reagents to C=N bonds: Reactivity and selectivity
    • Bloch N. Additions of organometallic reagents to C=N bonds: reactivity and selectivity. Chem Rev 1998;98:1407-1438.
    • (1998) Chem Rev , vol.98 , pp. 1407-1438
    • Bloch, N.1
  • 2
    • 38049036296 scopus 로고    scopus 로고
    • From a chiral switch to a ligand portfolio for asymmetric catalysis
    • Blaser H-U, Pugin B, Spindler F, Thommen M. From a chiral switch to a ligand portfolio for asymmetric catalysis Acc Chem Res 2007;40: 1240-1250.
    • (2007) Acc Chem Res , vol.40 , pp. 1240-1250
    • Blaser, H.-U.1    Pugin, B.2    Spindler, F.3    Thommen, M.4
  • 3
    • 6044269452 scopus 로고    scopus 로고
    • In the golden age of organocatalysis
    • Dalko PI, Moisan L. In the golden age of organocatalysis. Angew Chem Int Ed 2004;43:5138-5175.
    • (2004) Angew Chem Int Ed , vol.43 , pp. 5138-5175
    • Dalko, P.I.1    Moisan, L.2
  • 4
    • 38049089797 scopus 로고    scopus 로고
    • Enantioselective organocatalytic transfer hydrogenation reactions using Hantzsch esters
    • Ouellet SG, Walji A, MacMillan D. Enantioselective organocatalytic transfer hydrogenation reactions using Hantzsch esters. Acc Chem Res 2007;40:1327-1339.
    • (2007) Acc Chem Res , vol.40 , pp. 1327-1339
    • Ouellet, S.G.1    Walji, A.2    MacMillan, D.3
  • 5
    • 35348853794 scopus 로고    scopus 로고
    • Asymmetric organocatalylic reductions mediated by dihydropyridines
    • Connon SJ. Asymmetric organocatalylic reductions mediated by dihydropyridines Org Biomol Chem 2007;5:3407-3417.
    • (2007) Org Biomol Chem , vol.5 , pp. 3407-3417
    • Connon, S.J.1
  • 6
    • 39649097831 scopus 로고    scopus 로고
    • Stereoselective reactions involving hypervalent silicate complexes
    • Benaglia M, Guizzetti S, Pignataro L. Stereoselective reactions involving hypervalent silicate complexes. Coord Chem Rev 2008;252:492-512.
    • (2008) Coord Chem Rev , vol.252 , pp. 492-512
    • Benaglia, M.1    Guizzetti, S.2    Pignataro, L.3
  • 7
    • 3142759422 scopus 로고    scopus 로고
    • Role of noncovalent interactions in the enantioselective reduction of aromatic ketimines with trichlorosilane
    • Malkov AV, Mariani A, MacDougall KN, Kocovsky P. Role of noncovalent interactions in the enantioselective reduction of aromatic ketimines with trichlorosilane. Org Lett 2004;6:2253-2256.
    • (2004) Org Lett , vol.6 , pp. 2253-2256
    • Malkov, A.V.1    Mariani, A.2    MacDougall, K.N.3    Kocovsky, P.4
  • 8
    • 34250677766 scopus 로고    scopus 로고
    • Organocatalysis with chiral formamides: Asymmetric allylation and reduction of imines
    • Baudequin C, Chaturvedi D, Tsogoeva SB. Organocatalysis with chiral formamides: asymmetric allylation and reduction of imines. Eur J Org 2007;2623-2629.
    • (2007) Eur J Org , pp. 2623-2629
    • Baudequin, C.1    Chaturvedi, D.2    Tsogoeva, S.B.3
  • 9
    • 33746638360 scopus 로고    scopus 로고
    • L-piperazine-2-carboxylic acid derived N-formamide as highly enantioselective Lewis basic catalyst for hydrosilylation of N-aryl imines with an unprecedented substrate profile
    • Wang Z, Cheng M, Wu P, Wei S, Sun J. L-piperazine-2-carboxylic acid derived N-formamide as highly enantioselective Lewis basic catalyst for hydrosilylation of N-aryl imines with an unprecedented substrate profile Org Lett 2006;8:3045-3048.
    • (2006) Org Lett , vol.8 , pp. 3045-3048
    • Wang, Z.1    Cheng, M.2    Wu, P.3    Wei, S.4    Sun, J.5
  • 10
    • 33644935536 scopus 로고    scopus 로고
    • A highly enantioselective Lewis basic organocatalyst for reduction of N-aryl imines with unprecedented substrate spectrum
    • Wang Z, Ye X, Wei S, Wu P, Zhang A, Sun J. A highly enantioselective Lewis basic organocatalyst for reduction of N-aryl imines with unprecedented substrate spectrum. Org Lett 2006;8:999-1001.
    • (2006) Org Lett , vol.8 , pp. 999-1001
    • Wang, Z.1    Ye, X.2    Wei, S.3    Wu, P.4    Zhang, A.5    Sun, J.6
  • 12
    • 34447331272 scopus 로고    scopus 로고
    • Evolution of chiral Lewis basic N-formamide as highly effective organocatalyst for asymmetric reduction of both ketones and ketimines with an unprecedent substrate scope
    • Zhou L, Wang Z, Wei S, Sun J. Evolution of chiral Lewis basic N-formamide as highly effective organocatalyst for asymmetric reduction of both ketones and ketimines with an unprecedent substrate scope. Chem Comun 2007;2977-2979.
    • (2007) Chem Comun , pp. 2977-2979
    • Zhou, L.1    Wang, Z.2    Wei, S.3    Sun, J.4
  • 14
    • 33846289229 scopus 로고    scopus 로고
    • S-chiral sulfinamides as highly enantioselective organocatalysts
    • Pei D, Wang Z, Wei S, Zhang Y, Sun J. S-chiral sulfinamides as highly enantioselective organocatalysts. Org Lett 2006;8:5913-5915.
    • (2006) Org Lett , vol.8 , pp. 5913-5915
    • Pei, D.1    Wang, Z.2    Wei, S.3    Zhang, Y.4    Sun, J.5
  • 15
    • 53849138558 scopus 로고    scopus 로고
    • Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines
    • Pei D, Zhang Y, Wei S, Wang M, Sun J. Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines. Adv Synth Catal 2008;350:619-623.
    • (2008) Adv Synth Catal , vol.350 , pp. 619-623
    • Pei, D.1    Zhang, Y.2    Wei, S.3    Wang, M.4    Sun, J.5
  • 16
    • 33646079612 scopus 로고    scopus 로고
    • New organic activators for the enantioselective reduction of aromatic imines with trichlorosilane
    • Onomura O, Kouchi Y, Iwasaki F, Matsumura Y. New organic activators for the enantioselective reduction of aromatic imines with trichlorosilane. Tetrahed Lett 2006;47:3751-3754.
    • (2006) Tetrahed Lett , vol.47 , pp. 3751-3754
    • Onomura, O.1    Kouchi, Y.2    Iwasaki, F.3    Matsumura, Y.4
  • 17
    • 0034624194 scopus 로고    scopus 로고
    • Synthesis of a hybrid peptide with both α- and β-amino acid residues: Toward a new β-sheet nucleator
    • Gung BW, Zou D, Miyahara Y. Synthesis of a hybrid peptide with both α- and β-amino acid residues: toward a new β-sheet nucleator. Tetrahedron 2000;56:9739-9746.
    • (2000) Tetrahedron , vol.56 , pp. 9739-9746
    • Gung, B.W.1    Zou, D.2    Miyahara, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.