231305-22-9Relevant academic research and scientific papers
Stereoselective Modification of N-(α-Hydroxyacyl)-glycinesters via Palladium-Catalyzed Allylic Alkylation
Horn, Alexander,Kazmaier, Uli
supporting information, p. 4595 - 4599 (2019/06/27)
N-(α-Hydroxyacyl)-glycinesters can be used as excellent nucleophiles in Pd-catalyzed allylic alkylation. The method allows for the stereoselective introduction of a wide range of side chains, including highly functionalized ones. Both diastereomers can be accessed through variation of the reaction conditions. Furthermore, the use of stannylated carbonates introduces vinylstannane motifs, which are eligible for subsequent C-C coupling reactions.
Chelated enolates of amino acid esters - New and efficient nucleophiles for isomerization-free, stereoselective palladium-catalyzed allylic substitutions
Kazmaier, Uli,Zumpe, Franz L.
, p. 4067 - 4076 (2007/10/03)
Chelated amino acid ester enolates were found to be suitable nucleophiles for palladium-catalyzed allylic alkylations. Unlike stabilized soft nucleophiles, the chelated enolates react under very mild reaction conditions, even at -78 °C. If TFA protected a
