New chiral Morpholine (cas 110-91-8)-pyrrolidine ligands affecting asymmetric selectivity in copper catalyzed Henry reaction

Add time:08/26/2019    Source:sciencedirect.com

In this study, several chiral diamine (35, 36, 37 and 39), triamine (24 and 25), diaminol (38, 42 and 43) and triaminol ligands (29 and 30) having chiral morpholine and pyrrolidine moieties conjugated constitutes, were prepared from commercially available (S)-2-amino-2-phenylacetic acid and (S)-proline. These ligands were complexed with copper (II) salt in situ and applied to asymmetric Henry reaction. Asymmetric addition of various structurally divergent aldehydes and nitromethane in the presence of 5 mol% of chiral ligand with CuCl2 furnished corresponding β-nitro alcohol in good yields (up to 55–79%) with good enantioselectivity (up to 89%).

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