38052-67-4Relevant academic research and scientific papers
Catalytic, enantioselective N-acylation of lactams and thiolactams using amidine-based catalysts
Yang, Xing,Bumbu, Valentina D.,Liu, Peng,Li, Ximin,Jiang, Hui,Uffman, Eric W.,Guo, Lei,Zhang, Wei,Jiang, Xuntian,Houk,Birman, Vladimir B.
supporting information, p. 17605 - 17612 (2013/01/15)
In contrast to alcohols and amines, racemic lactams and thiolactams cannot be resolved directly via enzymatic acylation or classical resolution. Asymmetric N-acylation promoted by amidine-based catalysts, particularly Cl-PIQ 2 and BTM 3, provides a convenient method for the kinetic resolution of these valuable compounds and often achieves excellent levels of enantioselectivity in this process. Density functional theory calculations indicate that the reaction occurs via N-acylation of the lactim tautomer and that cation-π interactions play a key role in the chiral recognition of lactam substrates.
Synthesis of vinyl-functionalized oxazoles by olefin cross-metathesis
Hoffman, Thomas J.,Rigby, James H.,Arseniyadis, Stellios,Cossy, Janine
, p. 2400 - 2403 (2008/09/18)
(Chemical Equation Presented) A ruthenium-based catalyzed olefin cross-methathesis reaction involving 2- and 4-vinyl-functionalized oxazoles was developed. A wide range of olefinic partners was coupled in good to excellent yields and high stereoselectivities under mild conditions. This methodology offers new opportunities for the synthesis of a plethora of biologically active natural products.
