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Volumn 9, Issue 9, 2011, Pages 3295-3302

Novel carbohydrate-based bifunctional organocatalysts for nucleophilic addition to nitroolefins and imines

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLACETONE; AMINO GROUP; BIFUNCTIONAL; CATALYTIC BEHAVIOUR; CHEMICAL YIELDS; CHIRAL SCAFFOLDS; COMPUTATIONAL STUDIES; DIETHYL MALONATES; EXPERIMENTAL CONDITIONS; MODEL REACTIONS; NITROOLEFINS; NITROSTYRENE; NUCLEOPHILIC ADDITIONS; ORGANOCATALYSTS; PROTONATED SPECIES; SEMI-EMPIRICAL; UREA GROUPS;

EID: 79954446272     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c0ob01240h     Document Type: Article
Times cited : (39)

References (34)
  • 14
    • 34547229120 scopus 로고    scopus 로고
    • For another recent contribution about a stereoselective organocatalytic Strecker reaction see:
    • C. Becker C. Hoben H. Kunz Adv. Synth. Catal. 2007 349 417
    • (2007) Adv. Synth. Catal. , vol.349 , pp. 417
    • Becker, C.1    Hoben, C.2    Kunz, H.3
  • 25
    • 66449132403 scopus 로고    scopus 로고
    • A reasonable explanation for this result is that the initially-formed triphenyl phosphinimine A is transformed into the carbodiimide Bvia an aza Wittig-type reaction with the arylisothiocyanate. The subsequent aqueous work-up delivered the glycosyl urea 6 The separation of the components of the anomeric mixture and the isolation of an anomerically pure thiourea was unfeasible. Moreover, any attempt to generate the anomerically pure glucosyl amine to be coupled with the aryl isothiocyanate failed For a recent reviews see
    • A. Puglisi L. Raimondi M. Benaglia M. Bonsignore S. Rossi Tetrahedron Lett. 2009 50 4340
    • (2009) Tetrahedron Lett. , vol.50 , pp. 4340
    • Puglisi, A.1    Raimondi, L.2    Benaglia, M.3    Bonsignore, M.4    Rossi, S.5
  • 30
    • 5544242529 scopus 로고    scopus 로고
    • All molecular mechanics calculations were run with standard procedures implemented in the MacroModel/Batchmin 7.2 package (Schroedinger, 2001). Original reference for Macro-Model:
    • T. A. Halgren J. Comput. Chem. 1999 20 720 748
    • (1999) J. Comput. Chem. , vol.20 , pp. 720-748
    • Halgren, T.A.1
  • 32
    • 0003684989 scopus 로고    scopus 로고
    • Prentice Hall, New Jersey For a discussion of AM1 features with respect to other semiempirical Hamiltonians
    • For a discussion of AM1 features with respect to other semiempirical Hamiltonians A. R. Leach, Molecular Modelling. Prentice Hall, New Jersey, 2001
    • (2001) Molecular Modelling
    • Leach, A.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.