Abstract
A variety of chiral N-phosphinyl a-imino esters have been synthesized for the first time from ketoesters and phosphinylamide, which were then reduced by L-selectride to give the corresponding N-phosphinyl-protected a-amino esters. The reduction proceeded very well with excellent chemical yields (88-98%) as well as high diastereoselectivities (96:4 to 99:1). Some of these products could be obtained without column chromatography and recrystallization. The chiral phosphinyl auxiliary could be easily cleaved under acidic conditions.
Original language | English |
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Pages (from-to) | 653-659 |
Number of pages | 7 |
Journal | Beilstein Journal of Organic Chemistry |
Volume | 10 |
DOIs | |
State | Published - Mar 13 2014 |
Keywords
- Group-assisted purification
- Phosphinyl auxiliary
- Reduction
- α-amino ester
- α-imino ester