Synthesis of Chiral Ethyl 5-(Acetoxyimino)-2,7,7-trimethyl-4-(1-naphthyl)-5,6,7,8-tetrahydroquinoline-3-carboxylate via Lipase-Catalyzed Hydrolysis
S y n t h e s i s o f T e t r a h y d r o q u i n o l i n e -3 -c a r b o x y l a t e sAbstract: Novel racemic polyhydroquinoline derivatives were synthesized by a one-pot approach via a modified Hantzsch reaction and then by aromatization. The optical resolution was carried out by using lipase L-2 in MTBE containing one equivalent of butanol. This method allows the preparation of (+)-7 (>99% ee) and (-)-8 (99% ee) in 50% yield, respectively. The E value is up to 1175.
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