Abstract
Optically active N-unsubstituted α-keto aziridines 2 were synthesized from conjugated enones 1 via the Sc[(R)-BNP]3-catalyzed enantioselective Michael addition of O-methylhydroxylamine followed by the La(O-i-Pr)3-catalyzed ring closure of the corresponding β-methoxyamino ketones 3. A remarkably high asymmetric amplification was observed during the Michael addition, and notable kinetic resolution was also realized during the ring closure reaction when a La(O-i-Pr)3-(R)-BINOL catalyst system was employed.
Original language | English |
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Pages (from-to) | 2735-2739 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 43 |
Issue number | 15 |
DOIs | |
Publication status | Published - Apr 8 2002 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry