Abstract

The reduction of aryl and alkenyl methyl ketones using lithium aluminum hydride modified with (1 R,2 S,3 S,5 R)-(+)-10-anilino-3-ethoxy-2-hydroxypinane ( 3), afforded chiral secondary alcohols in 83–96% yields and 53–97% optical yields. The modifier 3 was prepared from (1 R)-(−)-myrtenol and was readily recovered (>96%) after reduction. The reduction of acetophenone in the presence of lithium iodide gave the alcohol product with higher optical yield.

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