Stereocontrolled solution and solid phase enolate alkylations and hydroxylations - Generation of three and four contiguous stereogenic carbon atoms in acyclic systems

Article abstract of DOI:10.1016/S0040-4039(99)00782-0

Potassium enolates of γ-alkoxy-α-methyl pentanoates can be alkylated with allylic and benzylic halides in solution and on solid phase with high 2,3-syn selectivity. Polypropionate units can be constructed on solid phase by a series of stereocontrolled conjugate additions and enolate hydroxylations relying on 1,2-induction.