Stereoselective control of the reduction of aryl-β-ketoesters by ortho aromatic substituents
Abstract
Reduction of 2-Allyl-3-phenyl-β-ketoesters (1) with complex metal hydrides (LiBH4) gave mainly erythro glycols (2) when an ortho substituent larger than fluorine was present, but with 2,6-disubstitution (1i) the threo glycol (3i) was the main product.