Abstract
A series of hybrid-type squaramide-fused amino alcohol (SFAA) catalysts were synthesized, and their catalytic efficiency in the enantioselective nitro-aldol reaction of various isatins with nitromethane has been described. This transformation afforded chiral 3-substituted 3-hydroxyoxindoles in excellent chemical yields (up to 99 %) with high enantioselectivities (up to 95 % ee). The resulting chiral 3-hydroxyoxindoles can be further used as synthetic precursors for the synthesis of several natural products that have a broad spectrum of fascinating biological activities.
Original language | English |
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Pages (from-to) | 1638-1646 |
Number of pages | 9 |
Journal | European Journal of Organic Chemistry |
Volume | 2017 |
Issue number | 12 |
DOIs | |
Publication status | Published - 2017 Mar 27 |
Keywords
- Amino alcohols
- Asymmetric catalysis
- Enantioselectivity
- Nitro-aldol reaction
- Organocatalysts
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry