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Volumn 5, Issue , 2009, Pages

Diastereoselective functionalisation of benzoannulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

Author keywords

Cyclic sulfonamides; Diastereoselective alkene functionalisation; Double reduction; Pd mediated cross coupling

Indexed keywords


EID: 75949099841     PISSN: 18605397     EISSN: 18605397     Source Type: Journal    
DOI: 10.3762/bjoc.5.69     Document Type: Article
Times cited : (8)

References (26)
  • 1
    • 12344337713 scopus 로고    scopus 로고
    • Double reduction of cyclic aromatic sulfonamides: A novel method for the synthesis of 2- and 3-aryl-substituted cyclic amines
    • DOI 10.1021/ol0480123
    • Evans, P.; McCabe, T.; Morgan, B. S.; Reau, S. Org. Lett. 2005, 7, 43-46. doi:10.1021/ol0480123 (Pubitemid 40138307)
    • (2005) Organic Letters , vol.7 , Issue.1 , pp. 43-46
    • Evans, P.1    McCabe, T.2    Morgan, B.S.3    Reau, S.4
  • 2
    • 33847626583 scopus 로고    scopus 로고
    • The double reduction of cyclic sulfonamides for the synthesis of (4S-phenylpyrrolidin-2R-yl)methanol and 2S-methyl-4S-phenylpyrrolidine
    • DOI 10.1021/jo062189o
    • Evans, P. J. Org. Chem. 2007, 72, 1830-1833. doi:10.1021/jo062189o (Pubitemid 46355487)
    • (2007) Journal of Organic Chemistry , vol.72 , Issue.5 , pp. 1830-1833
    • Evans, P.1
  • 3
    • 34249868226 scopus 로고    scopus 로고
    • Studies concerning the double reduction of Diels-Alder derived bicylic sulfonamides
    • DOI 10.1016/j.tetlet.2007.05.015, PII S0040403907008672
    • Kelleher, S.; Muldoon, J.; Müller-Bunz, H.; Evans, P. Tetrahedron Lett. 2007, 48, 4733-4736. doi:10.1016/j.tetlet.2007.05.015 (Pubitemid 46873683)
    • (2007) Tetrahedron Letters , vol.48 , Issue.27 , pp. 4733-4736
    • Kelleher, S.1    Muldoon, J.2    Muller-Bunz, H.3    Evans, P.4
  • 4
    • 48249130040 scopus 로고    scopus 로고
    • doi:10.1021/jo801024h
    • Zeng, W.; Chemler, S. R. J. Org. Chem. 2008, 73, 6045-6047. doi:10.1021/jo801024h
    • (2008) J. Org. Chem. , vol.73 , pp. 6045-6047
    • Zeng, W.1    Chemler, S.R.2
  • 5
    • 33845536463 scopus 로고    scopus 로고
    • The Heck-Mizoroki cross-coupling reaction: A mechanistic perspective
    • DOI 10.1039/b611547k
    • Knowles, J. P.; Whiting, A. Org. Biomol. Chem. 2007, 5, 31-44. doi:10.1039/b611547k (see for recent reviews). (Pubitemid 44927097)
    • (2007) Organic and Biomolecular Chemistry , vol.5 , Issue.1 , pp. 31-44
    • Knowles, J.P.1    Whiting, A.2
  • 6
    • 33751424969 scopus 로고    scopus 로고
    • Synthesis of heterocycles via palladium-catalyzed oxidative addition
    • DOI 10.1021/cr0683966
    • Zeni, G.; Larock, R. C. Chem. Rev. 2006, 106, 4644-4680. doi:10.1021/cr0683966 (see for recent reviews). (Pubitemid 44816652)
    • (2006) Chemical Reviews , vol.106 , Issue.11 , pp. 4644-4680
    • Zeni, G.1    Larock, R.C.2
  • 7
    • 0001656364 scopus 로고    scopus 로고
    • doi:10.1039/CO9960300447 (see for recent reviews).
    • Gibson, S. E.; Middleton, R. J. Contemp. Org. Synth. 1996, 3, 447-471. doi:10.1039/CO9960300447 (see for recent reviews).
    • (1996) Contemp. Org. Synth. , vol.3 , pp. 447-471
    • Gibson, S.E.1    Middleton, R.J.2
  • 8
    • 0042379984 scopus 로고    scopus 로고
    • doi:10.1021/cr020039h (see for recent reviews).
    • Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945-2964. doi:10.1021/cr020039h (see for recent reviews).
    • (2003) Chem. Rev. , vol.103 , pp. 2945-2964
    • Dounay, A.B.1    Overman, L.E.2
  • 9
    • 0012857368 scopus 로고    scopus 로고
    • doi:10.1002/0471264180.or060.02 (see for recent reviews).
    • Link, J. T. Org. React. 2002, 60, 157-534. doi:10.1002/0471264180.or060. 02 (see for recent reviews).
    • (2002) Org. React. , vol.60 , pp. 157-534
    • Link, J.T.1
  • 10
    • 0032482518 scopus 로고    scopus 로고
    • Sequential and cascade olefin metathesis - Intramolecular heck reaction
    • DOI 10.1016/S0040-4039(98)00709-6, PII S0040403998007096
    • Grigg, R.; Sridharan, V.; York, M. Tetrahedron Lett. 1998, 39, 4139-4142. doi:10.1016/S0040-4039(98)00709-6 (Pubitemid 28228672)
    • (1998) Tetrahedron Letters , vol.39 , Issue.23 , pp. 4139-4142
    • Grigg, R.1    Sridharan, V.2    York, M.3
  • 12
    • 0030599230 scopus 로고    scopus 로고
    • Approaches to diene based homopumiliotoxin alkaloids
    • DOI 10.1016/0040-4039(96)01564-X
    • McAlonan, H.; Montgomery, D.; Stevenson, P. J. Tetrahedron Lett. 1996, 37, 7151-7154. doi:10.1016/0040-4039(96)01564-X (Pubitemid 26305101)
    • (1996) Tetrahedron Letters , vol.37 , Issue.39 , pp. 7151-7154
    • McAlonan, H.1    Montgomery, D.2    Stevenson, P.J.3
  • 13
  • 14
    • 33644529707 scopus 로고    scopus 로고
    • Heck, direct arylation, and hydrogenation: Two or three sequential reactions from a single catalyst
    • DOI 10.1021/jo0523619
    • Leclerc, J.-P.; André, M.; Fagnou, K. J. Org. Chem. 2006, 71, 1711-1714. doi:10.1021/jo0523619 (Pubitemid 43296841)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.4 , pp. 1711-1714
    • Leclerc, J.-P.1    Andre, M.2    Fagnou, K.3
  • 16
    • 0344065736 scopus 로고    scopus 로고
    • A Formal Construction of Fasicularin
    • DOI 10.1021/ol035566h
    • Fenster, M. D. B.; Dake, G. R. Org. Lett. 2003, 5, 4313-4316. doi:10.1021/ol035566h (Pubitemid 37490617)
    • (2003) Organic Letters , vol.5 , Issue.23 , pp. 4313-4316
    • Fenster, M.D.B.1    Dake, G.R.2
  • 18
    • 0035808356 scopus 로고    scopus 로고
    • doi:10.1002/1521-3765(20010105)7:1<41::AID-CHEM41>3.0.CO;2-D
    • Kamenecka, T. M.; Danishefsky, S. J. Chem.-Eur. J. 2001, 7, 41-63. doi:10.1002/1521-3765(20010105)7:1<41::AID-CHEM41>3.0.CO;2-D
    • (2001) Chem.-Eur. J. , vol.7 , pp. 41-63
    • Kamenecka, T.M.1    Danishefsky, S.J.2
  • 19
    • 0032560716 scopus 로고    scopus 로고
    • Synthesis of the tetracyclic ABCE ring subunit I, bearing the 13- membered azacycle, of manzamine A
    • DOI 10.1016/S0040-4020(98)00479-7, PII S0040402098004797
    • Li, S.; Yamamura, S. Tetrahedron 1998, 54, 8691-8710. doi:10.1016/S0040-4020(98)00479-7 (Pubitemid 28300591)
    • (1998) Tetrahedron , vol.54 , Issue.30 , pp. 8691-8710
    • Li, S.1    Yamamura, S.2
  • 20
    • 33645029431 scopus 로고    scopus 로고
    • doi:10.1021/jo0526587
    • Dura, R. D.; Paquette, L. A. J. Org. Chem. 2006, 71, 2456-2459. doi:10.1021/jo0526587
    • (2006) J. Org. Chem. , vol.71 , pp. 2456-2459
    • Dura, R.D.1    Paquette, L.A.2
  • 21
    • 0013943568 scopus 로고
    • doi:10.1016/S0040-4020(01)82275-4 (see for example).
    • Berti, G.; Marsili, A. Tetrahedron 1966, 22, 2977-2988. doi:10.1016/S0040-4020(01)82275-4 (see for example).
    • (1966) Tetrahedron , vol.22 , pp. 2977-2988
    • Berti, G.1    Marsili, A.2
  • 22
    • 0034625424 scopus 로고    scopus 로고
    • New developments in the chemistry of N-acyliminium ions and related intermediates
    • DOI 10.1016/S0040-4020(00)00159-9, PII S0040402000001599
    • Speckamp, W. N.; Moolenaar, M. J. Tetrahedron 2000, 56, 3817-3856. doi:10.1016/S0040-4020(00)00159-9 (Pubitemid 30422385)
    • (2000) Tetrahedron , vol.56 , Issue.24 , pp. 3817-3856
    • Speckamp, W.N.1    Moolenaar, M.J.2
  • 23
    • 0033575451 scopus 로고    scopus 로고
    • Phenylaziridine as a 1,3-dipole. Application to the synthesis of functionalized pyrrolidines
    • DOI 10.1016/S0040-4039(99)01002-3, PII S0040403999010023
    • Ungureanu, I.; Bologa, C.; Chayer, S.; Mann, A. Tetrahedron Lett. 1999, 40, 5315-5318. doi:10.1016/S0040-4039(99)01002-3 (Pubitemid 29317675)
    • (1999) Tetrahedron Letters , vol.40 , Issue.29 , pp. 5315-5318
    • Ungureanu, I.1    Bologa, C.2    Chayer, S.3    Mann, A.4
  • 24
    • 0034001395 scopus 로고    scopus 로고
    • A new class of conformationally rigid analogues of 4-amino-5- halopentanoic acids, potent inactivators of γ-aminobutyric acid aminotransferase
    • DOI 10.1021/jm9904755
    • Qiu, J.; Silverman, R. B. J. Med. Chem. 2000, 43, 706-720. doi:10.1021/jm9904755 (Pubitemid 30127165)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.4 , pp. 706-720
    • Qiu, J.1    Silverman, R.B.2
  • 25
    • 34247632941 scopus 로고    scopus 로고
    • Directed Ortho metalation-cross coupling strategies. N-cumyl arylsulfonamides. Facile deprotection and expedient route to 7- and 4,7-substituted saccharins
    • DOI 10.1021/jo062385v
    • Blanchet, J.; Macklin, T.; Ang, P.; Metallinos, C.; Snieckus, V. J. Org. Chem. 2007, 72, 3199-3206. doi:10.1021/jo062385v (Pubitemid 46668118)
    • (2007) Journal of Organic Chemistry , vol.72 , Issue.9 , pp. 3199-3206
    • Blanchet, J.1    Macklin, T.2    Ang, P.3    Metallinos, C.4    Snieckus, V.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.