Enhancement of enantioselectivity by iodide salts of Rh(I) compl

Details Enhancement of enantioselectivity by iodide salts of Rh(I) compl Enhancement of enantioselectivity by iodide salts of Rh(I) compl

1978-04-14

1979-09-18

Rotman, Alan L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

260429R, 548154, 548155, C07D23332

Patent

active

041683811

ABSTRACT:
A method for the attainment of enhanced enantioselectivity in the reduction of 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-imidazolin-2-ones to the optically active 3-acyl derivatives of 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones for use in the direct manufacture of levamisole, (-), 2, 3, 5, 6-tetrahydro-6-phenylimidazo-[2,1-b]-thiazole, useful as an anthelmintic has been discovered. The method involves the preferred use of iodide salts of Rh(I) complexes of optically active bis-tertiary phosphines to achieve maximum enantioselectivity. The methods for preparing the iodide salts are disclosed.

REFERENCES:
patent: 2441935 (1948-05-01), Duschinsky
patent: 3949000 (1976-04-01), Violet
patent: 4087611 (1978-05-01), Raghu et al.
Kagan, Pure and Applied Chem., vol. 43, pp. 401-420 (1976).
Horner et al., Chem. Absts., 1972, vol. 77, col. 48585m.
Levi et al., Chem. Absts., 1975, vol. 82, col. 170229s.
Tanaka et al., Chem. Absts., 1975, vol. 83, col. 178460b.
Kagan et al., J.A.C.S., 1972, vol. 94 (18), pp. 6429-6433.

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