Development of P*-monodentate diamidophosphites with a C-1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations
Gavrilov, KN; Shiryaev, AA; Zheglov, SV; Potapova, OV; Chuchelkin, IV; Novikov, IM; Rastorguev, EA; Davankov, VA
| HERO ID | 4935992 |
|---|---|
| In Press | No |
| Year | 2013 |
| Title | Development of P*-monodentate diamidophosphites with a C-1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations |
| Authors | Gavrilov, KN; Shiryaev, AA; Zheglov, SV; Potapova, OV; Chuchelkin, IV; Novikov, IM; Rastorguev, EA; Davankov, VA |
| Journal | Tetrahedron: Asymmetry |
| Volume | 24 |
| Issue | 7 |
| Page Numbers | 409-417 |
| Abstract | We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity. (c) 2013 Elsevier Ltd. All rights reserved. |
| Doi | 10.1016/j.tetasy.2013.02.010 |
| Wosid | WOS:000318209700009 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |