Palladium-catalyzed enantioselective allylation in the presence of phosphoramidites derived from (S-a)-3-SiMe3-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL
Gavrilov, KN; Zheglov, SV; Novikov, IM; Chuchelkin, IV; Gavrilov, VK; Lugovsky, VV; Zamilatskov, IA
| HERO ID | 4935985 |
|---|---|
| In Press | No |
| Year | 2015 |
| Title | Palladium-catalyzed enantioselective allylation in the presence of phosphoramidites derived from (S-a)-3-SiMe3-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL |
| Authors | Gavrilov, KN; Zheglov, SV; Novikov, IM; Chuchelkin, IV; Gavrilov, VK; Lugovsky, VV; Zamilatskov, IA |
| Journal | Russian Chemical Bulletin |
| Volume | 64 |
| Issue | 7 |
| Page Numbers | 1595-1601 |
| Abstract | Novel P*- and P-monodentate phosphoramidites of a 1,3,2-dioxaphosphepine series were derived from (S-a)-3-trimethylsilyl-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL. Catalytic performance of the synthesized compounds were examined in the Pd-catalyzed asymmetric allylic substitution of (E)-1,3-diphenylallyl acetate: the reaction with dimethyl malonate gave up to 92% ee. The effects of additives of 5,10,15,20-tetraphenylporphyrin and its metal complexes on conversion and enantioselectivity were studied. |
| Doi | 10.1007/s11172-015-1047-7 |
| Wosid | WOS:000375794600013 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | chiral phosphoramidites; palladium catalysts; asymmetric allylation; 5,10,15,20-tetraphenylporphyrin |