667917-01-3Relevant academic research and scientific papers
Synthesis of a 5-oxo-2-Tetrahydrofuranyl Derivative of an Evans Auxiliary via a Novel Reaction Induced by Nucleophiles
Wu, Yikang,Li, Liang,Sun, Ya-Ping
, p. 125 - 127 (2004)
A 5-oxo-2-tetrahydrofuranyl derivative of an Evans auxiliary could be obtained through a previously unknown 'rearrangement' of the oxazolidinone moiety in an α-benzoxy-γ-aldehyde acyl oxazolidinone in 60-97% yields on treatment with a range of nucleophiles.
Synthesis of γ-amino esters via Mn-mediated radical addition to chiral γ-hydrazonoesters
Friestad, Gregory K.,Banerjee, Koushik
scheme or table, p. 1095 - 1098 (2009/07/25)
Highly stereoselective Mn-mediated couplings of alkyl iodides with chiral N-acylhydrazones bearing ester functionality afford a series of γ-hydrazino esters, including γ-substituted, α,γ-disubstituted, and α,α,γ-trisubstituted examples. In contrast to prior work with chiral N-acylhydrazones, high stereoselectivity was observed even in the absence of Lewis acid. Microwave-assisted acylation with trifluoroacetic anhydride and reductive N-N bond cleavage provided the γ-amino ester functionality in a synthetically useful N-TFA-protected form.
