메뉴 건너뛰기




Volumn 351, Issue 9, 2009, Pages 1273-1278

Pyrrolidine-camphor derivative as an organocatalyst for asymmetic michael additions of α,α-disubstituted aldehydes to β-nitroalkenes: Construction of quaternary carbon-bearing aldehydes under solvent-free conditions

Author keywords

nitroalkenes; Asymmetric catalysis; Michael reaction; Quaternary carbon centers; Solventfree reaction

Indexed keywords


EID: 67549084539     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200800771     Document Type: Article
Times cited : (66)

References (94)
  • 1
    • 0037043180 scopus 로고    scopus 로고
    • For selected reviews on organocatalysis, see, a
    • For selected reviews on organocatalysis, see : a) B. List, Tetrahedron 2002, 58, 5573-5590;
    • (2002) Tetrahedron , vol.58 , pp. 5573-5590
    • List, B.1
  • 3
    • 6044269452 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 5138-5175;
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 5138-5175
  • 6
    • 48849094479 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4638-4660.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 4638-4660
  • 7
    • 67549086959 scopus 로고    scopus 로고
    • Special issues on organocatalysis, see: a
    • Special issues on organocatalysis, see: a) Chem. Rev. 2007, 107, no. 12;
    • (2007) Chem. Rev , vol.107 , Issue.12
  • 8
    • 67549102780 scopus 로고    scopus 로고
    • b Acc. Chem. Res. 2004, 37, no. 8;
    • b) Acc. Chem. Res. 2004, 37, no. 8;
  • 9
    • 67549131053 scopus 로고    scopus 로고
    • c) Adv. Synth. Catal. 2004, 346, 9-10;
    • (2004) Adv. Synth. Catal , vol.346 , pp. 9-10
  • 13
    • 0000679263 scopus 로고    scopus 로고
    • For reviews of organocatalytic asymmetric conjugate addition reactions, see, a, chap. 31.1 and 31.2 Eds, E.N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, New York
    • For reviews of organocatalytic asymmetric conjugate addition reactions, see : a) K. Tomioka, Y Nagaoka, M. Yamaguchi, in: Comprehensive Asymmetric Catalysis, Vol. III, chap. 31.1 and 31.2 (Eds.: E.N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, New York, 1999;
    • (1999) Comprehensive Asymmetric Catalysis , vol.3
    • Tomioka, K.1    Nagaoka, Y.2    Yamaguchi, M.3
  • 20
    • 0000761777 scopus 로고    scopus 로고
    • Asymmetric Michael additions of aldehydes and ketones to nitroolefins, see: a
    • Asymmetric Michael additions of aldehydes and ketones to nitroolefins, see: a) B. List, P Pojarliev, H.J. Martin, Org. Lett. 2001, 3, 2423-2425;
    • (2001) Org. Lett , vol.3 , pp. 2423-2425
    • List, B.1    Pojarliev, P.2    Martin, H.J.3
  • 22
    • 67549105741 scopus 로고    scopus 로고
    • A. Alexakis, O. Andrey, Org. Lett. 2003, 5, 36113614;
    • c) A. Alexakis, O. Andrey, Org. Lett. 2003, 5, 36113614;
  • 25
    • 67549083568 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 42124215;
    • Angew. Chem. Int. Ed. 2005, 44, 42124215;
  • 28
    • 33746216402 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3093-3097;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 3093-3097
  • 29
    • 67549131052 scopus 로고    scopus 로고
    • C. Palomo, S. Vera, A. Mielgo, E. Gomez-Bengoa, Angew. Chem. 2006, 118, 61306133;
    • h) C. Palomo, S. Vera, A. Mielgo, E. Gomez-Bengoa, Angew. Chem. 2006, 118, 61306133;
  • 30
    • 33748791724 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 5984-5987;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 5984-5987
  • 33
    • 33746643770 scopus 로고    scopus 로고
    • C.-L. Cao, M.-C. Ye, X.-L. Sun, Y Tang, Org. Lett. 2006, 8, 29012904;
    • k) C.-L. Cao, M.-C. Ye, X.-L. Sun, Y Tang, Org. Lett. 2006, 8, 29012904;
  • 41
    • 41949119312 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 1871-1874;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 1871-1874
  • 43
    • 48749133072 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4719-4721;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 4719-4721
  • 45
    • 67549115706 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 75397542;
    • Angew. Chem. Int. Ed. 2008, 47, 75397542;
  • 50
    • 2442629288 scopus 로고    scopus 로고
    • M. Bella, K. A. Jörgensen, J. Am. Chem. Soc. 2004, 126, 56725673; for reviews of catalytic enantioselective construction of all carbon quaternary chiral centers, see :
    • d) M. Bella, K. A. Jörgensen, J. Am. Chem. Soc. 2004, 126, 56725673; for reviews of catalytic enantioselective construction of all carbon quaternary chiral centers, see :
  • 51
    • 67549123796 scopus 로고    scopus 로고
    • J. Christoffers, A. Baro, Angew. Chem. 2003, 115, 17261728;
    • e) J. Christoffers, A. Baro, Angew. Chem. 2003, 115, 17261728;
  • 52
    • 0037541354 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 1688-1690;
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 1688-1690
  • 53
    • 67549097260 scopus 로고    scopus 로고
    • J. Christoffers, A. Mann, Angew. Chem. 2001, 113, 47254732;
    • f) J. Christoffers, A. Mann, Angew. Chem. 2001, 113, 47254732;
  • 54
    • 0035905575 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 4591-4597;
    • (2001) Angew. Chem. Int. Ed , vol.40 , pp. 4591-4597
  • 56
  • 57
    • 0001521888 scopus 로고
    • h) K. Fuji, Chem. Rev. 1993, 93, 2037-2066.
    • (1993) Chem. Rev , vol.93 , pp. 2037-2066
    • Fuji, K.1
  • 58
    • 67549088663 scopus 로고    scopus 로고
    • Synthesis of all-carbon quaternary stereogenic center from α,α-disubstituted aldehyde donors to nitroolefins, see : a M. P. Lalonde, Y. Chen, E. N. Jacobsen, Angew. Chem. 2006, 118, 6514-6518;
    • Synthesis of all-carbon quaternary stereogenic center from α,α-disubstituted aldehyde donors to nitroolefins, see : a) M. P. Lalonde, Y. Chen, E. N. Jacobsen, Angew. Chem. 2006, 118, 6514-6518;
  • 59
    • 33749340635 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 6366-6370;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 6366-6370
  • 61
    • 33744808244 scopus 로고    scopus 로고
    • J. Wang, H. Li, B. Lou, L. Zu, H. Guo W. Wang, Chem. Eur. J. 2006, 12, 43214332;
    • c) J. Wang, H. Li, B. Lou, L. Zu, H. Guo W. Wang, Chem. Eur. J. 2006, 12, 43214332;
  • 63
    • 67549095511 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 13691371;
    • Angew. Chem. Int. Ed. 2005, 44, 13691371;
  • 64
    • 4043184288 scopus 로고    scopus 로고
    • [5f]
    • [5f]
  • 65
    • 67549123797 scopus 로고    scopus 로고
    • Asymmetric Michael additions of carbonyl compounds to nitroolefins in aqueous media, see
    • Asymmetric Michael additions of carbonyl compounds to nitroolefins in aqueous media, see :
  • 67
    • 38949133131 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 545-548;
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 545-548
  • 72
    • 34247897075 scopus 로고    scopus 로고
    • For organic reactions in aqueous media, see, a
    • For organic reactions in aqueous media, see : a) Y. Jung, R. A. Marcus, J. Am. Chem. Soc. 2007, 129, 5492-5502;
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 5492-5502
    • Jung, Y.1    Marcus, R.A.2
  • 74
    • 33845728625 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 8100-8102;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 8100-8102
  • 75
    • 34250364382 scopus 로고    scopus 로고
    • c) Y. Hayashi, Angew. Chem. 2006, 118, 8281-8282;
    • (2006) Angew. Chem , vol.118 , pp. 8281-8282
    • Hayashi, Y.1
  • 76
    • 33845788846 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 8103-8104;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 8103-8104
  • 77
    • 24044470646 scopus 로고    scopus 로고
    • d) C.-J. Li, Chem. Rev. 2005, 105, 3095-3165;
    • (2005) Chem. Rev , vol.105 , pp. 3095-3165
    • Li, C.-J.1
  • 80
    • 50249150946 scopus 로고    scopus 로고
    • Some of the interesting reports on solvent-free conditions, see : a E. Rafiee, M. Joshaghani, S. Eavani, S. Rashidzadeh, Green Chem. 2008, 10, 982-989;
    • Some of the interesting reports on solvent-free conditions, see : a) E. Rafiee, M. Joshaghani, S. Eavani, S. Rashidzadeh, Green Chem. 2008, 10, 982-989;
  • 83
  • 90
    • 67549121632 scopus 로고    scopus 로고
    • 1H NMR analysis.
    • 1H NMR analysis.
  • 94
    • 0029055877 scopus 로고
    • and references cited therein
    • d) S. E. Denmark, L. R. Marcin, J. Org. Chem. 1995, 60, 3221-3235, and references cited therein.
    • (1995) J. Org. Chem , vol.60 , pp. 3221-3235
    • Denmark, S.E.1    Marcin, L.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.