Asymmetric hydrogenation of dihydro-pyrido [1,2-a]indoles

Details Asymmetric hydrogenation of dihydro-pyrido [1,2-a]indoles Asymmetric hydrogenation of dihydro-pyrido [1,2-a]indoles

1993-05-27

1994-12-20

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D47104, C07D47102

Patent

active

053747275

ABSTRACT:
A process for the asymmetric hydrogenation of 6,7-dihydropyrido[1,2-a]indole-8-methanol or its aromatically-substituted derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each, independently, is hydrogen, halogen, C.sub.1-7 -alkyl, C.sub.1-7 -haloalkyl, hydroxy, C.sub.1-7 -alkoxy, C.sub.1-7 -alkylthio, C.sub.1-7 -alkylsulfinyl, C.sub.1-7 -alkylsulfonyl, nitro, amino or acylamino, to (S)- or (R)-compounds of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 have the significances given above and the asterisk (*) denotes the chiral center, carried out using optically active rhodium-diphosphine complexes as catalysts, is described. The production of the compounds II, which also form an object of the invention, is also described. The compounds I and II are valuable intermediates, for example, for the preparation of pharmaceutically active substances.

REFERENCES:
patent: 4556740 (1985-12-01), Hansen et al.
Chem. Lett. 1985 1007-8.
Abstract (EP 39830), Apr. 29, 1981.
Abstract (EP 398132), May 9, 1992.

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