118535-64-1

Upstream product

• 121224-35-9 (S)-(-)-1-amino-2-(1'-methoxy-1'-methylethyl)pyrrolidine 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 118627-07-9 (R)-1-oxo-1-phenylpropan-2-yl acetate 
• 5650-40-8 (R)-2-hydroxy-1-phenylpropan-1-one 
• 118535-77-6 (S)-1-[(E)-(S)-2-(1-Methoxy-1-methyl-ethyl)-pyrrolidin-1-ylimino]-1-phenyl-propan-2-ol 
• 118535-77-6 (R)-1-[(E)-(S)-2-(1-Methoxy-1-methyl-ethyl)-pyrrolidin-1-ylimino]-1-phenyl-propan-2-ol 

Relevant academic research and scientific papers

Diastereo- and enantioselective synthesis of δ2-1,2,4-oxadiazolines by 1,3-dipolar cycloaddition of nitrile oxides with chiral hydrazones

Diastereo- and enantioselective 1,3-dipolar cycloadditions of nitrile oxides (3) with α,β-unsaturated hydrazones (2) gave spiro oxadiazolines (4) in good yields and low to excellent diastereomeric excesses (de = 5 - ≥98%). Open chain hydrazones (6) afforded 5,5-disubstituted Δ2-1,2,4-oxadiazolines (7). A subsequent N-N bond cleavage to remove the chiral auxiliary was achieved with formic acid and gave the oxadiazolines (8) (ee = 0 - 91%).

ENANTIOSELECTIVE SYNTHESIS OF PROTECTED α-HYDROXY ALDEHYDES AND KETONES VIA HYDROXYLATION OF METALATED CHIRAL HYDRAZONES

α-Benzyloxy aldehydes and α-acetoxy ketones 4 of high enantiomeric purity are prepared in good overall yields via oxaziridine mediated hydroxylation of chiral hydrazone azaenolates.As auxiliaries novel proline derived hydrazine reagents 5 are used.