Abstract
The parallel asymmetric synthesis of an array of 30 P-amino acids of high enantiomeric purity using the conjugate addition of homochiral lithium N-benzyl-N-(alpha-methylbenzyl)amide as the key step is accomplished. The experimental simplicity and highly practical nature of the protocol is demonstrated by the efficient parallel conversion of 15 alpha,beta-unsaturated esters to both enantiomeric series of the corresponding beta-amino acids in high overall yields and selectivities with minimal purification involved in each step of the reaction protocol. (C) 2007 Elsevier Ltd. All rights reserved.
| Original language | English |
|---|---|
| Pages (from-to) | 1554-1566 |
| Number of pages | 13 |
| Journal | Tetrahedron: Asymmetry |
| Volume | 18 |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 17 Jul 2007 |
Keywords
- SOLID-PHASE SYNTHESIS
- ENANTIOSELECTIVE SYNTHESIS
- ASYMMETRIC-SYNTHESIS
- ORGANIC-SYNTHESIS
- SMALL MOLECULES
- ALDOL REACTIONS
- IRON COMPLEXES
- LITHIUM AMIDES
- DERIVATIVES
- LIBRARY
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