Ligand-accelerated catalytic asymmetric dihydroxylation using di

Details Ligand-accelerated catalytic asymmetric dihydroxylation using di Ligand-accelerated catalytic asymmetric dihydroxylation using di

1988-02-23

1989-10-03

Schwartz, Richard A.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546136, C07D45302

Patent

active

048718556

ABSTRACT:
An osmium-catalyzed method of addition to an olefin. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, and aamine oxide and an osmium-containing compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine derivative and an osmium-containing compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative or an amine derivative and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, N-methyl morpholine N-oxide and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

REFERENCES:
patent: 4496778 (1985-01-01), Myers et al.
patent: 4496779 (1985-01-01), Myers et al.
Sharpless, K. B. et al., J. Am. Chem. Soc., 97, 2305-2307 (1975).
Sharpless, K. N. and K. Akashi, J. Am. Chem. Soc., 98, 1986-1987 (1976).
Van Rheenen, V. et al., Tetrahedron Letters, 23:1973-1976 (1976).
Sharpless, K. B. et al., J. Organic Chem., 41:177-179 (1975).
Chong, A. O. et al., J. Am. Chem. Soc., 99, 3420-3426 (1977).
Herranz E. et al., J. Am. Chem. Soc., 100, 3596-3598 (1978).
Herranz, E. and K. B. Sharpless, J. Organic Chemistry, 43:2544-2548 (1978).
Schroeder, M., Chem. Rev., 80:187-213 (1980).
Mosher, H. S. and J. D. Morrison, Science, 221, 1013-1019 (1983).
Yamada, T. and K. Narasaka, Chem. Letters, 131-134 (1986).
Hentges, S. G. and K. B. Sharpless, J. Am. Chem. Soc., 102:4263-4265 (1980).
Sharpless, K. B., Chemistry in Britain (Jan. 1986).
Tokles, M. and J. K. Snyder, Tetrahedron Letters, 27, 3951-3954 (1986).
Gao, Y. et al., J. Am. Chem. Soc., 109:5765-5779 (1987).
Smaardijk, Ab. A. and H. Wynberg, J. Org. Chem., 52:135-137 (1987).
Tomoika, K. et al., J. Am. Chem. Soc., 109:6213-6215 (1987).
E. N. Jacobsen et al., J. American Chemical society, 110:1968-1970 (1988).
K. Akashi et al., J. Organic Chemistry, 43(10):2063-2066 (1978).
B. A. Cartwright et al., J.C.S. Chem. Comm., pp. 853-854 (1978).
R. Collin et al., Biochimica et Biophysica Acta, 354:152-154 (1974).
R. Ray and D. S. Matteson, Tetrahedron Letters, 21:449-450 (1980).
T. H. Maugh, Science, 221:351-354 (1983).
R. Criegee, J. Liebigs. Ann. Chem., 522:75-96 (1936)-Translation from German).

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