613672-38-1Relevant academic research and scientific papers
BETA-AMINO ACIDS AND METHODS AND INTERMEDIATES FOR MAKING SAME
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Page/Page column 14, (2011/10/02)
Disclosed are β-amino acids that are unsubstituted in the β position; that are substituted in the β position with an aryl group; that are substituted in the α position with an aryl group; that bear two substituents in the α position; and/or that are substituted in the α and β positions with groups which, together with the carbon atoms at the α and β positions, form a ring. Also disclosed are methods for making the above-mentioned β-amino acids and other β-amino acids which involve providing an α,β-unsaturated imide; converting the α,β-unsaturated imide to a 2-substituted-isoxazolidin-5-one; and converting the 2-substituted-isoxazolidin-5-one to a β-amino acid.
Enantioselective radical addition/trapping reactions with α,β-disubstituted unsaturated imides. Synthesis of anti-propionate aldols
Sibi, Mukund P.,Petrovic, Goran,Zimmerman, Jake
, p. 2390 - 2391 (2007/10/03)
This manuscript describes a highly diastereo- and enantioselective intermolecular radical addition/hydrogen atom transfer to α,β-disubstituted enoates. Additionally, we show that anti-propionate aldol-like products can be easily prepared from α-methyl-β-acyloxyenoates in good yields and high diastereo- and enantioselectivities. Copyright
Enantioselective synthesis of α,β-disubstituted-β-amino acids
Sibi, Mukund P.,Prabagaran, Narayanasamy,Ghorpade, Sandeep G.,Jasperse, Craig P.
, p. 11796 - 11797 (2007/10/03)
Highly diastereoselective and enantioselective addition of N-benzylhydroxylamine to imides 17 and 20-30 produces α,β-trans-disubstituted N-benzylisoxazolidinones 19 and 31-41. These reactions proceed in 60-96% ee with 93-99% de's using 5 mol % of Mg(NTf2)2 and ligand 18. The product isoxazolidinones can be hydrogenolyzed directly to provide ∞,β-disubstituted-β-amino acids. Copyright
