An Asymmetric Catalytic Darzens Reaction between Diazoacetamides and Aldehydes Generates cis-Glycidic Amides with High Enantiomeric Purity

摘要

Optically pure epoxides are one of the most important classes of chiral molecules because they have broad application in organic synthesis, and thus occupy a privileged position. The presence of ester and amide functionality in glycidic esters and amides provides more flexibility in the modulation of these molecules and thus allows better access to the synthesis of structurally diverse targets in comparison with simple expoxides. Indeed, by starting with enantiomerically pure glycidic esters or amides, the bulky synthesis of some key chiral intermediates for building up medicinally relevant molecules has been realized, as exemplified by the preparation of the side chain of taxol.