1204473-98-2Relevant academic research and scientific papers
Practical asymmetric conjugate alkynylation of meldrum's acid-derived acceptors: Access to chiral β-alkynyl acids
Cui, Sheng,Walker, Shawn D.,Woo, Jacqueline C. S.,Borths, Christopher J.,Mukherjee, Herschel,Chen, Maosheng J.,Faul, Margaret M.
supporting information; experimental part, p. 436 - 437 (2010/03/25)
(Chemical Equation Presented) The enantioselective conjugate addition of alkynyl nucleophiles has been a long-standing challenge in synthetic chemistry. This paper describes a highly practical asymmetric conjugate alkynylation of Meldrum's acid-derived acceptors using cinchonidine ($100/kg) as the chiral mediator. The process provides practical access to chiral β-alkynyl acids. Noteworthy attributes of the method are its broad scope, high functional-group compatibility, and ease of scalability. Copyright
Asymmetric syntheses of a GPR40 receptor agonist via diastereoselective and enantioselective conjugate alkynylation
Woo, Jacqueline C.S.,Cui, Sheng,Walker, Shawn D.,Faul, Margaret M.
experimental part, p. 4730 - 4737 (2010/08/06)
Two asymmetric methods to synthesize a potent GPR40 receptor agonist are reported. Both synthetic routes utilize readily available, inexpensive starting materials and reagents. The first route relies on a highly diastereoselective conjugate alkynylation of an ephedrine-derived oxazepanedione acceptor. The second route features the enantioselective alkynylation of a Meldrum's acid-derived acceptor mediated by a chiral zinc cinchonidine reagent.
