120585-91-3Relevant academic research and scientific papers
Chemo- and Enantioselective Pd/B Hybrid Catalysis for the Construction of Acyclic Quaternary Carbons: Migratory Allylation of O-Allyl Esters to α- C-Allyl Carboxylic Acids
Fujita, Taiki,Yamamoto, Tomohiro,Morita, Yuya,Chen, Hongyu,Shimizu, Yohei,Kanai, Motomu
supporting information, p. 5899 - 5903 (2018/05/14)
We describe herein the asymmetric synthesis of α-allyl carboxylic acids containing an α-quaternary stereocenter by a chiral hybrid catalyst system comprising palladium and boron complexes. The reaction proceeded through palladium-catalyzed ionization of α,α-disubstituted O-allyl esters for the generation of chiral π-allyl palladium complex as an electrophile, boron-catalyzed enolization of the carboxylate part for the generation of chiral α,α-disubstituted carboxylic acid-derived enolates as a nucleophile, and enantioselective coupling between the thus-generated nucleophile and electrophile. Proper combinations of chiral ligands for the boron and palladium catalysts were crucial. The reaction proceeded chemoselectively at the α-position of the carboxylic acid group.
Rapid access to α-alkoxy and α-amino acid derivatives through safe continuous-flow generation of diazoesters
Bartrum, Hannah E.,Blakemore, David C.,Moody, Christopher J.,Hayes, Christopher J.
, p. 9586 - 9589 (2011/10/08)
Microreactors: A highly efficient continuous-flow process has been developed for the synthesis of diazoesters from arylsulfonylhydrazones by means of in-flow Bamford-Stevens reactions. Furthermore, a range of α-alkoxy and α-amino acid derivatives have bee
