Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1995-06-07
1998-04-14
Richter, Johann
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
548412, 548482, 549 6, 549 57, 549216, 549468, 549469, 549470, C07F 928, C07F 950
Patent
active
057393966
ABSTRACT:
Ligands useful for transition metal catalyzed bond forming reactions are provided with a metal binding portion having at least one metal binding moiety ##STR1## wherein Ar and Ar' each is an aryl or a heteroaryl. These ligands may be prepared by providing an aromatic carboxylic acid having a diarylphosphino or diheteroarylphosphino substituent on the aromatic ring, and forming an ester or an amide derivative of the carboxylic acid by coupling with a chiral diol or a chiral diamine. The ligands facilitate, for example, flexible strategies for enantiocontrolled construction of five membered carbocyclic rings with varying substitution patterns and high enantioselectivity.
REFERENCES:
patent: 4209468 (1980-06-01), Shulman
patent: 4705895 (1987-11-01), Okano et al.
Morrison and Masler, J. Org. Chem., 39:2, pp. 270-272 (1974).
Masuda and Stille, J. Am. Chem. Soc., 100:1, pp. 268-272 (1978).
LaFont et al., J. Chem. Research (S), 234, p. 117 (1982).
Riley, J. Organomet. Chem., 234, pp. 85-97 (1982).
MacNeil et al., J. Am. Chem. Soc., 103, pp. 2273-2280 (1981).
Fryzuk and Bosnich, J. Am. Chem. Soc., 99:19, pp. 6262-6267 (1977).
Roberts and Wild, J. Am. Chem. Soc., 101:21, pp. 6254-6260 (1979).
Bergstein et al., Synthesis, 76, pp. 76-78 (1981).
Juge et al., Tetrahedron Letters, 31:44, pp. 6357-6360 (1990).
Imamoto et al., J. Am. Chem. Soc., 112, pp. 5244-5252 (1990).
Knowles et al., J. Am. Chem. Soc., 97:9, pp. 2567-2568 (1975).
Fukuda et al., Tetrahedron Letters, 31:49, pp. 7185-7188 (1990).
Onuma et al., Chem. Letters, pp. 905-908 (1979).
Achiwa, J. Am. Chem. Soc., 98:25, pp. 8265-8266 (1976).
Beck and Menzel, J. Organomet. Chem., 133, pp. 307-310 (1977).
Kagen and Dang, J. Am. Chem. Soc., 94:18, pp. 6429-6433 (1972).
Aviron-Violet et al., J. Mol. Catal., 5, pp. 41-50 (1979).
Dang et al., J. Organomet. Chem., 91, pp. 105-115 (1975).
Glaser et al., Tetrahedron Letters, 52, pp. 4639-4642 (1977).
Kreufeld and Dobler, React. Kinet. Catal. Lett., 16:2-3, pp. 229-232 (1981).
Pracejus and Pracejus, J. Mol. Catal., 24, pp. 227-230 (1984).
Samuel et al., Nouv. J. Chim, 5:1, pp. 15-20 (1981).
Lauer et al., J. Organomet. Chem., 177, pp. 309-312 (1979).
Tanaka et al., Chem. Lett., pp. 1115-1118 (1975).
Alario et al., J. Chem. Soc., Chem. Com., pp. 202-203 (1986).
Takaya et al., Org. Syn., 67, pp. 20-32 (1989).
Grubbs and DeVries, Tetrahedron Letters, 22, pp. 1879-1880 (1977).
Trost and Murphy, Organometallics, 4, pp. 1143-1145 (1985).
Tamao et al., Tetrahedron Letters, 16, pp. 1389-1392 (1977).
Miyano et al., Chem. Lett., pp. 729-730 (1980).
Miyano et al., Bull. Chem. Soc. Jpn., 57, pp. 2171-2176 (1984).
Uehara et al., Chem. Lett., pp. 441-444 (1983).
Hayashi et al., Bull. Chem. Soc. Jpn., 53, pp. 1138-1151 (1980).
Hayashi and Kumada, Acc. Chem. Res., 15, pp. 395-401 (1982).
Johnson et al., J. Mol. Catal., 12, pp. 37-40 (1981).
Petit et al., Nouv. J. Chim., 7:10, pp. 593-596 (1983).
Pracejus and Pracejus, Tetrahedron Letters, 39, pp. 3497-3500 (1977).
Fiorini et al., J. Mol. Catal., 4, pp. 125-134 (1978).
Consiglio and Waymouth, Chem. Rev., 89, pp. 257-276 (1989).
Noyori and Kitamura, "Enantioselective Catalysis with Metal Complexes. An Overview," in Modern Synthetic Methods, vol. 5, Scheffold, ed., Springer-Verlag: Berlin, pp. 115-198 (1989).
Noyori, Chem. Soc. Rev., 18, pp. 187-208 (1989).
Ojima et al., Tetrahedron Letters, 45:22, pp. 6901-6939 (1989).
Blystone, Chem. Rev., 89:8, pp. 1663-1679 (1989).
Brunner, "Enantioselective Syntheses with Optically Active Transition Metal Catalysts," chapter 4 in The Chemistry of the Metal-Carbon Bond, vol. 5, Hartley, ed., John Wiley & Sons: New York, pp. 109-146 (1989).
Brunner, Synthesis, pp. 645-653 (1988).
Merlic, "Transition Metal Mediated Asymmetric Allylic Alkylations," chapter 2 in Molybdenum Catalyzed Allylic Alkylations, Ph.D. Dissertation, University of Wisconsin, Madison, pp. 78-79 (1988).
Kitamura et al., Tetrahedron Letters, 28:40, pp. 4719-4720 (1987).
Trost et al., J. Am. Chem. Soc., 110, pp. 621-622 (1988).
Trost and Van Vranken, J. Am. Soc., 113, pp. 6317-6318 (1991).
Fiorini and Giongo, J. Mol. Catal., 5, pp. 303-310 (1979).
Trost and Van Vranken, Angewandte Chemie, 31:2, pp. 228-230 (1992).
Trost et al., J. Am. Chem. Soc., 114, pp. 9327-9343 (1992).
Whiteshell, Chem. Rev., 89, pp. 1581-1590 (1989).
Bunt Richard C.
Trost Barry M.
Van Vranken David L.
Oswecki Jane C.
Richter Johann
Stanford University
LandOfFree
Asymmetric ligands useful for transition metal catalyzed bond fo does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Asymmetric ligands useful for transition metal catalyzed bond fo, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Asymmetric ligands useful for transition metal catalyzed bond fo will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-636598