Abstract
A series of chiral secondary amines, incorporating a 5- or 6-membered heterocycle, were synthesised and used to prepare novel chiral magnesium bisamide reagents. These amide bases were subsequently applied within asymmetric deprotonation reactions to probe the potential for chelation-assisted selectivity enhancement. Good levels of selectivity could be achieved (up to 87:13 e.r. (R:S)) across a range of prochiral cyclohexanone substrates when employing a thiophene-derived magnesium bisamide complex.
| Original language | English |
|---|---|
| Pages (from-to) | 177-180 |
| Number of pages | 4 |
| Journal | Synlett |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 2011 |
Keywords
- asymmetric synthesis
- enantioselectivity
- heterocycles
- enolate
- magnesium