A New Pinane-Type Tridentate Modifier for Asymmetric Reduction of Ketones with Lithium Aluminum Hydride
Resource
Tetrahedron: Asymmetry 6 (1): 89-92
Journal
Tetrahedron: Asymmetry
Date Issued
1995
Author(s)
Abstract
The reduction of aryl and alkenyl methyl ketones using lithium aluminum hydride modified with (1R,2S,3S,5R)-(+)-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 (1R)-(-)-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. © 1994.
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Type
journal article
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