259535-69-8

Upstream product

• 64806-36-6 D-(-)-β-((-)-α-Phenylethylamino)-buttersaeure 
• 126275-19-2 (R)-N-allyl (1-phenylethyl)amine 
• 112545-19-4 (R)-3-Methyl-2-((R)-1-phenyl-ethyl)-isoxazolidin-5-one 
• 2912-98-3 (R)-1-Phenylethylhydroxylamine 
• 89578-36-9 (1¹S,4R)-4-methyl-1-(α-methylbenzyl)azetidin-2-one 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Asymmetric synthesis of β-lactams and pseudopeptides via stereoselective conjugate additions of lithium (a-methylbenzyl)allylamide to ct,β-unsaturated iron acyl complexes

Lithium (a-methylbenzyl)allylamide 2 undergoes stereoselective conjugate additions to u,β-unsaturated iron acyl complexes 3a-c to afford β-amino iron acyl adducts 5a-c and 6a-c. These adducts may be deallylated smoothly using palladium(O) catalysis providing the corresponding homochira! secondary amines 7a-c which, upon oxidative decomplexation with bromine or //-bromosuccinimide, undergo direct β-lactam ring formation. The diastereoselectivity for the conjugate addition to 3a may be further improved by the use of magnesium amide 10. Oxidative decomplexation of one of the β-amino iron acyl adducts 5b in the presence of u-amino esters provides pseudopeptide fragments comprising an a-amino acid coupled to a β-amino acid. The Royal Society of Chemistry 1999.

STEREOCHEMISTRY OF THE METHYLATION OF THE (11S,4S) AND (11S,4R) DIASTEREOMERS OF 4-METHYL-1-(α-METHYLBENZYL)AZETIDIN-2-ONE

The methylation of the lithium derivatives of the (11S,4S) and (11S,4R) diastereomers of 4-methyl-1-(α-methylbenzyl)azetidin-2-one proceeds stereospecifically with the formation of only trans-(3S,4S)- and trans-(3R,4R)-dimethyl-1-(S

ASYMMETRIC SYNTHESIS WITH CHIRAL HYDROXYLAMINES. SYNTHESIS OF OPTICALLY PURE 4-SUBSTITUTED AZETIDINONES

The reaction between β-substituted acrylate esters and α-methylbenzyl hydroxyl amine affords diastereoisomeric 5-isoxazolidinones, convenient precursors of simple optically pure 2-azetidinones.