613672-37-0

Upstream product

• 80-59-1 Tiglic acid 
• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 754-10-9 2,2-dimethylpropionamide 

Downstream Products

• 848872-96-8 N-(3-cyclohexyl-2-methylbutanoyl)trimethylacetamide 
• 863115-39-3 trans-2-Benzyl-3,4-dimethylisoxazolidin-5-one 
• 613672-40-5 (R,R)-2-benzyl-3,4-dimethylisoxazolidin-5-one 
• 848872-98-0 3-cyclohexyl-2-methylbutanamide 

Relevant academic research and scientific papers

BETA-AMINO ACIDS AND METHODS AND INTERMEDIATES FOR MAKING SAME

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 cycloadditions with α,β-disubstituted acrylimides

(Chemical Equation Presented) The use of N-H imide templates provides a solution to the problem of rotamer control in Lewis acid catalyzed reactions of α,β-disubstituted acryloyl imides. Reactions proceed through the s-cis rotamer and with improved reactivity because A1,3 strain is avoided. Enantioselective nitrone, nitrile oxide, and Diels-Alder cycloadditions demonstrate the principle.

Enantioselective radical addition/trapping reactions with α,β-disubstituted unsaturated imides. Synthesis of anti-propionate aldols

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

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