Rozsar, Daniel; Formica, Michele; Yamazaki, Ken; Hamlin, Trevor A.; Dixon, Darren J. published the artcile< Bifunctional Iminophosphorane Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α,β-Unsaturated Amides>, Application In Synthesis of 112-63-0, the main research area is bifunctional iminophosphorane catalyst preparation potential energy surface; unsaturated amide thiol iminophosphorane catalyst enantioselective Michael addition; thioamide preparation.
The first metal-free catalytic intermol. enantioselective Michael addition to unactivated α,β-unsaturated amides was described. Consistently high enantiomeric excesses and yields were obtained over a wide range of alkyl thiol pronucleophiles and electrophiles under mild reaction conditions, enabled by a novel squaramide-based bifunctional iminophosphorane (BIMP) catalyst. Low catalyst loadings (2.0 mol %) were achieved on a decagram scale, demonstrating the scalability of the reaction. Computational anal. revealed the origin of the high enantiofacial selectivity via anal. of relevant transition structures and provided substantial support for specific noncovalent activation of the carbonyl group of the α,β-unsaturated amide by the catalyst.
Journal of the American Chemical Society published new progress about Enantioselective synthesis. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application In Synthesis of 112-63-0.
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