Journal
TETRAHEDRON LETTERS
Volume 55, Issue 19, Pages 3030-3032Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.03.107
Keywords
Michael addition; Asymmetric catalysis; Aldehydes; Quaternary carbon centers; Solvent free
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Funding
- College of Science, Engineering Agriculture
- Texas A&M University-Commerce
- National Science Foundation [CHE-1213287]
- McNair Scholars Program [P217A090190-12]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1213287] Funding Source: National Science Foundation
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A chiral pyrrolide-based diamine in combination with benzoic acid has been found to be an effective organocatalyst for Michael addition of alpha,alpha-disubstituted aldehydes with nitroolefins. The reaction provided the desired Michael products possessing all-carbon quaternary center with high yields (76-98%) and high levels of enantioselectivities (up to 97% ee) under solvent-free reaction conditions. The procedure presented is simple and makes this method suitable for practical use. (c) 2014 Elsevier Ltd. All rights reserved.
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