1001652-52-3Relevant academic research and scientific papers
Palladium-catalyzed synthesis of enantiomerically pure α-substituted allylboronic esters and their addition to aldehydes
Fernandez, Enrique,Pietruszka, Joerg,Frey, Wolfgang
supporting information; experimental part, p. 5580 - 5589 (2010/11/17)
Tartrate-derived boronic esters 2 can be subjected to palladium-catalyzed carbonyl allylations with SnCl2 to obtain enantiomerically pure α-substituted allylboronic esters 8 and 9. The reaction proceeds regioselectively and with high, simple diastereoselectivity to form anti-products. Their addition to aldehydes yields enantiomerically enriched homoallylic alcohols 17 and 18, respectively. Synthesis, characterization, and a mechanistic rational is presented here.
Palladium-catalyzed carbonyl allylation: Synthesis of enantiomerically pure α-substituted allylboronic esters
Fernández, Enrique,Pietruszka, J?rg
scheme or table, p. 1474 - 1476 (2009/10/23)
Palladium-catalyzed carbonyl allylation of stable alkenylboronic ester with SnCl2 proceeded diastereoselectively to afford a-substituted allylboronic esters; the assignment of their configuration as well as allyl additions are presented. Georg
Concerning the selective protection of (Z)-1,5-syn-ene-diols and (E)-1,5-anfi-ene-diols as allylic triethylsilyl ethers
Hicks, Jacqueline D.,Huh, Chan Woo,Legg, Ashley D.,Roush, William R.
, p. 5621 - 5624 (2008/09/18)
Treatment of unsaturated 1,5-diols 2 with TES-CI (1.1 equiv), imidazole, and catalytic DMAP in 1:1 CH2Cl2-DMF at -78 °C effects selective silylation of the allylic alcohol with >95:5 chemoselectivity when the allylic and homoallylic
