Catalyst for asymmetric synthesis, ligand for use therein,...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing

Reexamination Certificate

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C562S595000, C564S012000, C564S468000, C568S012000, C568S700000

Reexamination Certificate

active

07964743

ABSTRACT:
Compounds represented by the following general formula (1a) or (1b).A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex. A method of production of an optically active dialkyl (1,3-disubstituted propeny)malonate compound from a 1,3-disubstituted ally acetate compound and a dialkyl malonate and method of production of an optically active allylamine compound from a 1,3-disubstituted ally acetate compound and an amine compound. The compounds have not only the versatility of being usable in the synthesis of wide-ranging optically active aryl compounds but also the selectivity and reactivity permitting synthesis with high yield within a short period of time under industrially advantageous mild conditions.

REFERENCES:
patent: 2004/0199023 (2004-10-01), Whiteker et al.
patent: 2004-315457 (2004-11-01), None
XP002479576, Dieguez et al., “Asymmetric hydroformylation of styrene catalyzed by carbohydrate diphosphite-Rh(I) complexes”, New J. Chem., vol. 26, No. 7, 2002, pp. 827-833.
XP008091272, Yamamoto et al., “Chiral bis-phosphoramidites based on linked-BINOL for rhodium-catalyzed 1,4-addition of arylboronic acids to . . . ”, Chemistry letters, 34(9), 12241225.
Bähr, Anja et al., “Dendritic 1,1′-Binaphthalene-Derived Cleft-Type Receptors (Dendroclefts) for the Molecular Recognition of Pyranosides,” Helvetica Chimica Acta, 2000, 83 (7), pp. 1346-1376.
Korostylev, Andrei et al., “BINOL derived monodentate acylphosphite ligands for homogenously catalyed enantioselective hydrogenation,” Tetrahedron: Asymmetry, 2004, 15 (6), pp. 1001-1005.

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