Journal
TETRAHEDRON
Volume 67, Issue 16, Pages 2974-2978Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.02.045
Keywords
Enantioselective organocatalysis; Morita-Baylis-Hillman reaction; Bifunctional phosphinothiourea; Isatin; 3-Hydroxyl-2-oxindole
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Funding
- National Natural Science Foundation of China [20772029]
- Program for New Century Excellent Talents in University [NCET-07-0286]
- Fundamental Research Funds for the Central Universities
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The enantioselective Morita-Baylis-Hillman reaction of acrylates to isatins was investigated for the first time, employing bifunctional phosphinothiourea organocatalysts based on chiral cyclohexane scaffold. The 3-hydroxyl-2-oxindole derivatives were obtained in excellent yields with moderate enantioselectivity (up to 69% ee) in the presence of 10 mol % catalyst 1b. (C) 2011 Elsevier Ltd. All rights reserved.
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