Arthur Lee Campbell

Short efficient synthesis of the α-L-fucosidase inhibitor, deoxyfuconojirimycin [1,5-dideoxy-1,5-imino-L-fucitol] from D-lyxonolactone

The only protection required in a five-step synthesis of the α-L-fucosidase inhibitor, deoxyfuconojirimycin [1,5-dideoxy-1,5-imino-L-fucitol] from D-lyxonolactone, a readily available chiral pool material, is a single isopropylidene group.

Stereoelectronic effects on metallation of 1,3-dioxanes

Abstract Metallation of the acetal (H-2) proton in 1,3-dioxolanes, 1,3-dioxanes and open chain acetals is possible only if the proton can occupy an “equatorial-like” conformation.

2-aryl acetals as acyl anion equivalents

Abstract Metallation of 2-H in aryl acetals produces a stable anion when the oxazoline moiety is present in the para position. Selective hydrolysis and metallation allow the formation of a variety of substituted aromatics.