4.4 Article

Water influences the enantioselectivity in the proline or prolinamide-catalyzed aldol addition of acetone to isatins

期刊

TETRAHEDRON LETTERS
卷 50, 期 7, 页码 814-817

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.12.007

关键词

DFT calculations; Isatin; Organocatalysis; Proline; Water

资金

  1. UniversitA e della Ricerca Scientifica [PRIN 2006]
  2. UniversitA di Bologna
  3. CNPq

向作者/读者索取更多资源

The addition of small quantities of water to the proline or prolinamide-catalyzed aldol addition of acetone to isatin can result in increased enantioselectivity. DFT B3LYP calculations with a water molecule explicitly incorporated in the aldol transition states reproduce the observed enantioselectivity. (C) 2008 Elsevier Ltd. All rights reserved.

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