Abstract
When isatin a cat! A highly efficient, cupreine-catalyzed, enantioselective Henry reaction of readily available isatins and nitroalkanes has been developed (see scheme). The products are produced in excellent yields and good enantioselectivities under mild reaction conditions and without chromatography. The utility of the strategy has been demonstrated in the facile synthesis of (S)-(-)-spirobrassinin without the need for protecting groups.
Original language | English (US) |
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Pages (from-to) | 7791-7795 |
Number of pages | 5 |
Journal | Chemistry - A European Journal |
Volume | 17 |
Issue number | 28 |
DOIs | |
State | Published - Jul 4 2011 |
Externally published | Yes |
Keywords
- Henry reaction
- isatins
- natural products
- organocatalysis
- oxindoles
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry