Design and synthesis of chiral 1, 10-phenanthroline ligand, and application in palladium catalyzed asymmetric 1, 4-addition reactions. Issue 40 (4th October 2017)

• Record Type: Journal Article
• Authors: Tamura, Masafumi; Ogata, Hayato; Ishida, Yuu; Takahashi, Yasunori
• Is Part Of: Tetrahedron letters. Volume 58:Issue 40(2017)
• Page Start: 3808
• Page End: 3813
• Publication Date: 2017-10-04
• Subjects: Chiral 1, 10-phenanthroline ligand -- Palladium catalyzed asymmetric 1, 4-addition reactions -- Flavanone; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.08.041
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Design and synthesis of rigid 1, 10-phenanthroline-derived chiral ligand. New ligand demonstrated potential for catalytic 1, 4-addition with high enantioselectivity. This stereocontrol model can be applied to predict an X-ray crystallographic study. Abstract: Pd-catalyzed asymmetric 1, 4-addition of phenylboronic acid to α, β-unsaturated carbonyl compounds was developed using chiral 1, 10-phenanthroline derivative as ligand. Good yields (up to 97%), and high enantioselectivities (up to 97% ee) were achieved.