Development of proline derived chiral aminophosphine ligands for palladium-catalyzed asymmetric allylic alkylation
Mino, T; Tanaka, Y; Sakamoto, M; Fujita, T
| HERO ID | 4936049 |
|---|---|
| In Press | No |
| Year | 2006 |
| Title | Development of proline derived chiral aminophosphine ligands for palladium-catalyzed asymmetric allylic alkylation |
| Authors | Mino, T; Tanaka, Y; Sakamoto, M; Fujita, T |
| Journal | Yuki Gosei Kagaku Kyokaishi |
| Volume | 64 |
| Issue | 6 |
| Page Numbers | 628-638 |
| Abstract | A series of chiral aminophosphine ligands with N,N-disubstituted 2-diphenylphosphinoaniline backbone are designed and readily prepared from (R)-2-(methoxymethyl)pyrrolidine or (S)-prolinol. The reactivity and selectivity in the palladium-catalyzed asymmetric allylic alkylation (AAA reaction) of 1, 3-diphenyl-2-propenyl acetate with a dimethyl malonate-BSA-LiOAc system using these chiral ligands are evaluated. Furthermore, chiral fluorous aminophosphine bearing two fluorous ponytails was prepared from (S)-prolinol. Chiral fluorous palladium catalyst from this ligand was easily reused in palladium-catalyzed AAA reaction with good enantioselectivity. |
| Doi | 10.5059/yukigoseikyokaishi.64.628 |
| Wosid | WOS:000238458700004 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | palladium catalyst; asymmetric allylic alkylation; chiral ligand; 2-(methoxymethyl) pyrrolidine; prolinol; aminophosphine ligand; fluorous catalyst |