A diverse selection of new synthetic applications of the titanium-catalyzed asymmetric epoxidation (AE) process is described. These include asymmetric syntheses of (+)-Darvon Alcohol, (-)-bestatin, (+)-2-methyl bestatin, (-)-propranolol, (-)-α-amino-β-hydroxybutyric acid, and (-)- and (+)-frontal in. The kinetic resolution mode of the AE process was used to prepare chiral insect pheromones in very high (>99% e.e.) optical purity; these include (+)-and (-)-a-caprolactone, (-)-exobrevicomin, (-)-endobrevi-comin, (+)-and (-)-ipsdienol, and (+)-trans-verbenol. A number of unusual kinetic resolutions based on the AE process are presented; these include resolutions of allenic alcohols, α-acetylenic carbinols, β-hydroxy sulfides, and a dienol.
Scopus Subject Areas
- Chemical Engineering(all)