1,3-Diastereocontrolled O-Displacement of Enolates

摘要

Acyclic diastereoselection of 1,3-relative centers is a topic of great interest and has important implication in the synthesis of polyether and macrolide antibiotics. Impressive progress has been made in special cases such as in the conversion of metal-chelated β-hydroxyl ketones to 1,3-diol derivatives. However, high levels of asymmetric induction are less documented for substrates which do not involve metal-chelated complexes. Geometrical constraints imposed by intramolecular cyclization reactions provide attractive means to control the newly-formed asymmetric centers in the process of ring assembly, and acyclic stereocontrol would then result if the temporary ring can be subsequently elaberated.