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Volumn 74, Issue 24, 2009, Pages 9328-9336

Efficient chemoenzymatic dynamic kinetic resolution of 1-heteroaryl ethanols

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLATION; CATALYSTS; RUTHENIUM; SUBSTRATES;

EID: 73149097928     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901987z     Document Type: Article
Times cited : (20)

References (79)
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    • Three equivalents of acyl donor in the DKR were used due to the properties of the pyridine based donor 49. All subsequent reactions with 48 were, for ease of comparison, also run with 3 equiv of donor instead of 2 equiv, as used in the KR, which nevertheless allowed determining the important relative differences between various substrates
    • Three equivalents of acyl donor in the DKR were used due to the properties of the pyridine based donor 49. All subsequent reactions with 48 were, for ease of comparison, also run with 3 equiv of donor instead of 2 equiv, as used in the KR, which nevertheless allowed determining the important relative differences between various substrates.
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    • 57 no racemization at all was observed after 24 h at room temperature. Private communication from Prof. J. E. Bäckvall.
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    • For verification and reference sake, we made test calculations with the phenyls present and found that the nature of the intermediates and the transition state does not change and the activation energy was just slightly increased approximately 2 kcal/mol, We believe that when comparing different ligands of similar size as our substrates, the relative difference will not be significant
    • For verification and reference sake, we made test calculations with the phenyls present and found that the nature of the intermediates and the transition state does not change and the activation energy was just slightly increased (approximately 2 kcal/mol). We believe that when comparing different ligands of similar size as our substrates, the relative difference will not be significant.
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    • Calculations where performed using the Jaguar program (v7.5) from Schrodinger Inc. using the B3LYP functional and the lacvp** basis set. The relative energies includes solvent effects using benzene and the PBF approximation. All structures are fully optimzed (in gas phase) and characterized using Hessian calculation and normal-mode analysis. All reported relative energies includes entropy effects and solvent effects.
    • Calculations where performed using the Jaguar program (v7.5) from Schrodinger Inc. using the B3LYP functional and the lacvp** basis set. The relative energies includes solvent effects using benzene and the PBF approximation. All structures are fully optimzed (in gas phase) and characterized using Hessian calculation and normal-mode analysis. All reported relative energies includes entropy effects and solvent effects.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.