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Volumn 3, Issue 12, 2011, Pages 1921-1928

Enantiopure triazolium salts: Chemoenzymatic synthesis and applications in organocatalysis

Author keywords

Asymmetric synthesis; Biocatalysis; Chirality; Organocatalysis; Triazole

Indexed keywords


EID: 83755178309     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201100218     Document Type: Article
Times cited : (22)

References (83)
  • 18
    • 83755215584 scopus 로고    scopus 로고
    • See, for example
    • See, for example.
  • 46
    • 83755215582 scopus 로고    scopus 로고
    • Pseudomonas cepacia lipase is currently known as Burkholderia cepacia lipase.
    • Pseudomonas cepacia lipase is currently known as Burkholderia cepacia lipase.
  • 53
    • 83755193202 scopus 로고    scopus 로고
    • 1H signals of cis enantiomers are shifted to higher fields. For further details, see the Supporting Information and NMR spectra.
    • 1H signals of cis enantiomers are shifted to higher fields. For further details, see the Supporting Information and NMR spectra.
  • 56
    • 83755193206 scopus 로고    scopus 로고
    • NOTE.
    • The nomenclature of imidazolium or triazolium salts is defined by seven descriptors: the first one includes the absolute configuration of C1 and C2 at the cycloalkyl ring [e.g., (S, S)-]. The relative configuration at these carbon atoms is reported by the second descriptor trans or cis [e.g., (S, S)-trans-]. The size of the cycloalkyl ring is described through the use of the terms Cy5 for cyclopentane rings and Cy6 for cyclohexane rings [e.g., (S, S)-trans-Cy5-]. The fourth descriptor indicates the presence of OH or OR at C2 of the cycloalkyl ring [e.g., (S, S)-trans-Cy5-OH-]. The term "Tri" refers to the central core of triazolium, whereas the term "Im" refers to the imidazolium species [e.g., (S, S)-trans-Cy5-OH-Tri-]. The nature of the alkyl chain at N4 of the triazolium moiety is indicated by the use of Bn (for benzyl), Bu (for n-butyl), or Oct (for n-octyl) [e.g., (S, S)-trans-Cy5-OH-Tri-Bu-]. Finally, the last descriptor refers to the specific anion included in the structure [e.g., (S, S)-trans-Cy5-OH-Tri-Bu-Cl].
  • 57
    • 83755215580 scopus 로고    scopus 로고
    • 13C2DNMR correlation experiments were performed with representative examples to confirm the quaternization at the N4 position and to unambiguously assign the H3/H5 proton signals (see the Supporting Information).
    • 13C2DNMR correlation experiments were performed with representative examples to confirm the quaternization at the N4 position and to unambiguously assign the H3/H5 proton signals (see the Supporting Information).
  • 58
    • 83755193205 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) for the structures (S,S)-trans-Cy5-OH-Tri-Bn-Br (7a) and (R,S)-cis-Cy6-OH-Tri-Bn-Br (7b) have been deposited with the Cambridge Crystallographic Data Centre publication numbers CCDC831886 and CCDC831887, respectively. Copies of the data can be obtained free of charge from the Cambridge Crystallographic Data Centre from
    • Crystallographic data (excluding structure factors) for the structures (S, S)-trans-Cy5-OH-Tri-Bn-Br (7a) and (R, S)-cis-Cy6-OH-Tri-Bn-Br (7b) have been deposited with the Cambridge Crystallographic Data Centre publication numbers CCDC831886 and CCDC831887, respectively. Copies of the data can be obtained free of charge from the Cambridge Crystallographic Data Centre from.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.