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Volumn 20, Issue 21, 2014, Pages 6526-6531

Ureidopeptide-based Brønsted bases: Design, synthesis and application to the catalytic enantioselective synthesis of β-amino nitriles from (arylsulfonyl)acetonitriles

Author keywords

Br nsted bases; nitriles; organocatalysis; peptides; synthetic methods

Indexed keywords

ACETONITRILE; CATALYSTS; CHELATION; PEPTIDES; REACTION KINETICS; SELECTIVE CATALYTIC REDUCTION; STEREOCHEMISTRY; STEREOSELECTIVITY;

EID: 84900818277     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201304877     Document Type: Article
Times cited : (39)

References (103)
  • 2
    • 79955751162 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2011, 50, 4760-4772.
    • (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 4760-4772
  • 9
    • 26844450640 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 6367-6370.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 6367-6370
  • 21
  • 29
    • 79952584811 scopus 로고    scopus 로고
    • for selected examples of Brønsted base catalysts with multi-functional hydrogen-bond donors, see
    • C. Palacio, S. J. Connon, Org. Lett. 2011, 13, 1298-1301; for selected examples of Brønsted base catalysts with multi-functional hydrogen-bond donors, see
    • (2011) Org. Lett. , vol.13 , pp. 1298-1301
    • Palacio, C.1    Connon, S.J.2
  • 31
    • 78249252089 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 7753-7756
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 7753-7756
  • 40
    • 84886788364 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2013, 52, 11846-11851.
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 11846-11851
  • 41
    • 84860188601 scopus 로고    scopus 로고
    • Mannich reaction of α-sulfonyl lactones
    • F. Yu, H. Hu, X. Gu, J. Ye, Org. Lett. 2012, 14, 2038-2041; Mannich reaction of α-sulfonyl lactones
    • (2012) Org. Lett. , vol.14 , pp. 2038-2041
    • Yu, F.1    Hu, H.2    Gu, X.3    Ye, J.4
  • 44
    • 84873692152 scopus 로고    scopus 로고
    • after submission of this work, a paper that dealt with the enantioselective allylation of thiazolones was published
    • F. Zhou, X.-P. Zang, C. Wang, X.-L. Zhau, J. Zhou, Chem. Commun. 2013, 49, 2022-2024; after submission of this work, a paper that dealt with the enantioselective allylation of thiazolones was published
    • (2013) Chem. Commun. , vol.49 , pp. 2022-2024
    • Zhou, F.1    Zang, X.-P.2    Wang, C.3    Zhau, X.-L.4    Zhou, J.5
  • 50
    • 84864065474 scopus 로고    scopus 로고
    • for selected reviews on Mannich reactions, see
    • K. Ohmatsu, A. Goto, T. Ooi, Chem. Commun. 2012, 48, 7913-7915; for selected reviews on Mannich reactions, see
    • (2012) Chem. Commun. , vol.48 , pp. 7913-7915
    • Ohmatsu, K.1    Goto, A.2    Ooi, T.3
  • 55
    • 84886427213 scopus 로고    scopus 로고
    • (Eds.: E. Juaristi, V.A. Soloshonok), Wiley-VCH, Weinheim
    • Enantioselective Synthesis of β-Amino Acids (Eds.:, E. Juaristi, V.A. Soloshonok,), Wiley-VCH, Weinheim, 2005
    • (2005) Enantioselective Synthesis of β-Amino Acids
  • 56
    • 84900797712 scopus 로고
    • in (Eds.: B.M. Trost, I. Fleming), Pergamon, New York, Chapter
    • E. F. Kleinmann, in Comprehensive Organic Synthesis, Vol.2 (Eds.:, B.M. Trost, I. Fleming,), Pergamon, New York, 1991, Chapter 4.1
    • (1991) Comprehensive Organic Synthesis , vol.20
    • Kleinmann, E.F.1
  • 59
  • 61
    • 0542421525 scopus 로고    scopus 로고
    • for chiral diamines, see
    • S. H. Gellman, Acc. Chem. Res. 1998, 31, 173-180; for chiral diamines, see
    • (1998) Acc. Chem. Res. , vol.31 , pp. 173-180
    • Gellman, S.H.1
  • 62
    • 84891583943 scopus 로고    scopus 로고
    • (Ed.: T.C. Nugent), Wiley-VCH, Weinheim
    • Chiral Amine Synthesis (Ed.:, T.C. Nugent,), Wiley-VCH, Weinheim, 2010
    • (2010) Chiral Amine Synthesis
  • 68
    • 78649588441 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 9254-9257
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 9254-9257
  • 71
    • 84865068358 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2012, 51, 8495-8499
    • (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 8495-8499
  • 74
    • 84885971653 scopus 로고    scopus 로고
    • for 1,3-diketones and β-keto esters, see
    • Angew. Chem. Int. Ed. 2013, 52, 11509-11512; for 1,3-diketones and β-keto esters, see
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 11509-11512
  • 81
    • 70349897777 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 5694-5697
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 5694-5697
  • 84
    • 18844456337 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 2896-2899
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 2896-2899
  • 87
    • 68949089085 scopus 로고    scopus 로고
    • for a metal-catalyzed enantioselective decarboxylative cyanoalkylation, see
    • A. Nojiri, N. Kumagai, M. Shibasaki, J. Am. Chem. Soc. 2009, 131, 3779-3784; for a metal-catalyzed enantioselective decarboxylative cyanoalkylation, see
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 3779-3784
    • Nojiri, A.1    Kumagai, N.2    Shibasaki, M.3
  • 88
    • 84875202321 scopus 로고    scopus 로고
    • for direct methods that involve benzyl nitriles, see
    • K. Hyodo, M. Kondo, Y. Funahashi, S. Nakamura, Chem. Eur. J. 2013, 19, 4128-4134; for direct methods that involve benzyl nitriles, see
    • (2013) Chem. Eur. J. , vol.19 , pp. 4128-4134
    • Hyodo, K.1    Kondo, M.2    Funahashi, Y.3    Nakamura, S.4
  • 94
    • 84867045691 scopus 로고    scopus 로고
    • for a Mannich reaction of silyl ketene imines, see
    • Angew. Chem. Int. Ed. 2012, 51, 10337-10341; for a Mannich reaction of silyl ketene imines, see
    • (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 10337-10341
  • 96
    • 84875133849 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2013, 52, 3473-3477.
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 3473-3477
  • 97
    • 84887101745 scopus 로고    scopus 로고
    • For direct catalytic addition of acetonitrile, see
    • For direct catalytic addition of acetonitrile, see:, Y. Kawato, N. Kumagai, M. Shibasaki, Chem. Commun. 2013, 49, 11227-11229.
    • (2013) Chem. Commun. , vol.49 , pp. 11227-11229
    • Kawato, Y.1    Kumagai, N.2    Shibasaki, M.3
  • 101


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.