83948-40-7Relevant academic research and scientific papers
Sequential ruthenium catalysis for olefin isomerization and oxidation: Application to the synthesis of unusual amino acids
Liniger, Marc,Liu, Yiyang,Stoltz, Brian M.
, p. 13944 - 13949 (2017)
How can you use a ruthenium isomerization catalyst twice? A ruthenium-catalyzed sequence for the formal two-carbon scission of allyl groups to carboxylic acids has been developed. The reaction includes an initial isomerization step using commercially available ruthenium catalysts followed by in situ transformation of the complex to a metal-oxo species, which is capable of catalyzing subsequent oxidation reactions. The method enables enantioselective syntheses of challenging α-tri- and tetrasubstituted α-amino acids including an expedient total synthesis of the antiepileptic drug levetiracetam.
Preparation of Primary Amines and 2-Azetidinones via N-Trimethylsilyl Imines
Hart, David J.,Kanai, Ken-ichi,Thomas, Dudley G.,Yang, Teng-Kuei
, p. 289 - 294 (2007/10/02)
Nonenolizable aldehydes react with lithium bis(trimethylsilyl)amide at ambient temperatures to afford solutions of N-trimethylsilyl aldimines.Treatment of these solutions with Grignard reagents or alkyllithiums followed by an aqueous workup gives primary amines in moderate to excellent yields.Treatment of N-trimethylsilyl aldimines with ester enolates provides an expedient route to 1-unsubstituted 2-azetidinones.
