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Volumn 129, Issue 5, 2007, Pages 1036-1037

Cascade michael-aldol reactions promoted by hydrogen bonding mediated catalysis

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTION; ARTICLE; CATALYSIS; CATALYST; DIASTEREOISOMER; HYDROGEN BOND; MICHAEL ADDITION; MOLECULAR INTERACTION; QUANTUM YIELD; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 33846783029     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067781+     Document Type: Article
Times cited : (271)

References (44)
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    • Yang, J. W.; Hechavarria, Fonseca, M. T.; List B. J. Am. Chem. Soc. 2005, 127, 15036.
    • (f) Yang, J. W.; Hechavarria, Fonseca, M. T.; List B. J. Am. Chem. Soc. 2005, 127, 15036.
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    • For reviews regarding the synthesis and biological application of benzolhiopyrans, see: a, Boulton, A. S, McKkillop, A, Eds, Pergamon Press: Oxford
    • For reviews regarding the synthesis and biological application of benzolhiopyrans, see: (a) Ingall, A. H. In Comprehensive Heterocyclic Chemistry II; Boulton, A. S., McKkillop, A., Eds.; Pergamon Press: Oxford, 1996; Vol. 5, p 501.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.5 , pp. 501
    • Ingall, A.H.1
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    • For a review of Michael addition of α,β-unsaturated oxazolidinones, see: a
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    • (2001) Tetrahedron , vol.56 , pp. 8033
    • Sibi, M.P.1    Manyem, S.2
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    • For reviews of asymmetric catalysis by H-bonding interactions, see: a
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    • (2003) Chem. Soc. Rev , vol.32 , pp. 289
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  • 31
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    • For examples of thiourea-catalyzed reactions, see: (a) Curran, D. P, Kuo, L. H. J. Org. Chem. 1994, 59, 3259
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    • We have conducted a reaction of benzaldehyde with 2a in the presence of catalyst III under the same reaction conditions: no reaction occurred. This eliminates a possible Baylis-Hillman-involved cascade process
    • We have conducted a reaction of benzaldehyde with 2a in the presence of catalyst III under the same reaction conditions: no reaction occurred. This eliminates a possible Baylis-Hillman-involved cascade process.
  • 43
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    • 3NH(C=S)NH provides the optimal results in many cases.
    • 3NH(C=S)NH provides the optimal results in many cases.
  • 44
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    • The absolute stereoconfiguration of compound 3b is determined by X-ray crystal structure (see Supporting Information for details).
    • The absolute stereoconfiguration of compound 3b is determined by X-ray crystal structure (see Supporting Information for details).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.