A concise synthesis of (±)-t-butyl 8-O-t-butyldimethylsilylnonactate
Abstract
The racemic title compound was prepared in seven steps from 2,3,4-tri-O-acetyl-D-ribonolactone (3)via the highly stereoselective hydrogenations of 3-acetoxy-5-methylenefuran-2(5H)-one (4) and, subsequently, 2S(R)-[2S(R)-(t-butyldimethylsilyloxy)propyl]-5-[1-(t-butyloxycarbonyl)ethylidene] tetrahydrofuran (9).