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Volumn 11, Issue 13, 2009, Pages 2864-2867

Simple Cyclohexanediamine-Derived Primary Amine Thiourea Catalyzed Highly Enantioselective Conjugate Addition of Nitroalkanes to Enones

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DIAMINOCYCLOHEXANE; 1,2-CYCLOHEXANEDIAMINE; ALKANE; AMINE; CYCLOHEXYLAMINE DERIVATIVE; KETONE; NITRO DERIVATIVE; THIOUREA;

EID: 67649491244     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9010322     Document Type: Article
Times cited : (97)

References (82)
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    • © 2009 American Chemical Society
    • © 2009 American Chemical Society
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    • For selected examples of organocatalytic asymmetric Michael additions of stabilized carbanions, see: Nitroalkanes
    • For selected examples of organocatalytic asymmetric Michael additions of stabilized carbanions, see: Nitroalkanes:
  • 43
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    • For related selected examples of organocatalytic addition of nitromethane to enals, see
    • (h) Suresh, P.; Pitchumani, K. Tetrahedron: Asymmetry 2008, 19, 2037. For related selected examples of organocatalytic addition of nitromethane to enals, see:
    • (2008) Tetrahedron: Asymmetry , vol.19 , pp. 2037
    • Suresh, P.1    Pitchumani, K.2
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    • and cited references therein. For a review, see
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    • Taylor, M.S.1    Jacobsen, E.N.2
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    • Only two examples using catalysts VI and/or VII for reactions: aldol reaction (ref 18): 6 and 5% ee, respectively; VII catalyzed nitroMannich reaction, see: Han, B.; Liu, Q.-P.; Li, R.; Tian, X.; Xiong, X.-F.; Deng, J.-G.; Chen, Y.-C. Chem.-Eur. J. 2008, 14, 8094: 32% ee.
    • Only two examples using catalysts VI and/or VII for reactions: aldol reaction (ref 18): 6 and 5% ee, respectively; VII catalyzed nitroMannich reaction, see: Han, B.; Liu, Q.-P.; Li, R.; Tian, X.; Xiong, X.-F.; Deng, J.-G.; Chen, Y.-C. Chem.-Eur. J. 2008, 14, 8094: 32% ee.
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    • 25 = +38.9 l, c= 1.13, MeOH), [lit. [α]DSo = +4.12 (c = 1.0, MeOH) Zhang, G.; Liao, Y.; Wang, Z.; Hiroyuki, N.; Takuji, H. Tetrahedron: Asymmetry 2003, 14, 3297. ].
    • 25 = +38.9 l, c= 1.13, MeOH), [lit. [α]DSo = +4.12 (c = 1.0, MeOH) Zhang, G.; Liao, Y.; Wang, Z.; Hiroyuki, N.; Takuji, H. Tetrahedron: Asymmetry 2003, 14, 3297. ].
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.