Abstract
Chiral phosphonyl imines attached with N-isopropyl protection group were found to react with lithium glycine enolates under convenient conditions to give α,β-diamino esters. Thirteen examples have been examined in good to excellent chemical yields (85-97%) diastereoselectivity (up to 99% de). By treating with HBr at room temperature, the chiral auxiliary can be readily removed and recycled. The absolute structure has been unambiguously determined by converting a product to a known sample.
Original language | English (US) |
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Pages (from-to) | 3967-3969 |
Number of pages | 3 |
Journal | Bioorganic and Medicinal Chemistry Letters |
Volume | 19 |
Issue number | 14 |
DOIs | |
State | Published - Jul 15 2009 |
Keywords
- Glycine enolate
- N-Phosphonyl imines
- Phosphoramide
- α,β-Diamino ester