ChemInform Abstract: Asymmetric Michael Addition of Malonates to Enones Catalyzed by a Siloxy Amino Acid Lithium Salt.

Abstract

Asymmetric Michael Addition of Malonates to EnonesCatalyzed by a Siloxy Amino Acid Lithium Salt. -A primary, lipophilic amino acid lithium salt effectively catalyzes the asymmetric Michael addition of malonates (II) to enones (I), (IV), and (VI) to provide the corresponding ketoesters in good yields with moderate to high enantioselectivity. However, malonate (IIe) is too bulky to react with the cyclic enone (I). The Michael addition reactions of acyclic enones (VI) with diisopropyl malonate (IId) proceed very slow to give the adducts (VII) accompanied by polar by-products. Although the reaction of cyclopentenone (IVa)