abstract |
The invention relates to a method for producing single enantiomer epoxides by reducing α-leaving group-substituted ketones with (R)- or (S)-selective alcohol dehydrogenases in the presence of a cofactor and optionally a suitable system for regenerating the oxidised cofactor, to produce the corresponding single enantiomer alcohols and subsequently, by means of cyclisation induced by a base, the corresponding single enantiomer epoxides (EQUATION 1) n n n n n n n n n n wherein LG may stand for F, Cl, Br, I, OSO 2 Ar, OSO 2 CH 3 , OSO 2 R or OP(O)OR 2 , and R 1 , R 2 and R 3 , independently of one another, stand for hydrogen, a branched or unbranched, optionally substituted C 1 -C 20 -alkyl radical, symbolize an optionally randomly substituted C 3 -C 1-10 -cycloalkyl or alkenyl radical or a randomly substituted carbo- or heterocyclic aryl radical, or correspond to a radical from the group CO 2 R, CONR 2 , COSR, CS 2 R, C(NH)NR 2 , CN, CHaI 3 , ArO, ArS, RO, RS, CHO, OH, NHR, NR 2 , Cl, F, Br, I or SiR 3 . |