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Volumn 11, Issue 3, 2009, Pages 404-407

Nonlinear effects in proline-catalysed aldol reactions under solvent-free conditions based on the ternary phase behaviour of scalemic proline

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EID: 60849136349     PISSN: 14668033     EISSN: 14668033     Source Type: Journal    
DOI: 10.1039/b821415h     Document Type: Article
Times cited : (34)

References (37)
  • 32
    • 34250365737 scopus 로고    scopus 로고
    • For an excellent description of binary phase diagrams of both conglomerates and racemic compounds, see ref. 8c
    • R. M. Kellogg Angew. Chem. 2007 119 498
    • (2007) Angew. Chem. , vol.119 , pp. 498
    • Kellogg, R.M.1
  • 36
    • 60849097729 scopus 로고    scopus 로고
    • note
    • p-Nitrobenzaldehyde was sublimated twice, and proline was recrystallized from EtOH before use. Cyclohexanone was freshly distilled
  • 37
    • 60849104291 scopus 로고    scopus 로고
    • note
    • Here, the aldol product ee was determined as a function of conversion (reaction time). Exemplarily, a total proline ee of 40% was chosen. After 4 h reaction time a conversion of 22% and an aldol product ee of 26% were detected. The corresponding aldol product ees for a conversion of 37% (6 h), 39% (8 h), 68% (16 h) and 82% (24 h) were found to be 31, 32, 51 and 52%, respectively. For unknown reasons the final aldol product ee was higher than in the previous study


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