Synthesis and Stereochemistry of Some 1,3-Oxazolidine Systems Based on TRIS (α,α,α-trimethylolaminomethane) and Related Aminopolyols Skeleton. Part 2: 1-Aza-3,7-dioxabicyclo[3.3.0]octanes

The reaction of TRIS with equivalent amounts of two carbonyl compounds is shown to afford, diastereoselectively, the title compounds. The results are discussed as a synthetic strategy and the stereochemistry is supported by theoretical calculations and high resolution NMR data.