Synthesis of dihydroxyethylene isosteres of dipeptides. 1. Enantiomerically and diastereomerically pure 2-alkyl-5-amino-3-dimethylphenylsilyl-4-octanolides from (S)-N,N-dibenzylleucinal

Article abstract of DOI:10.1055/s-1992-26247

5-Dibenzylamino-3-dimethylphenylsilyl-4-octanolides are prepared via homoenolate addition of (S)-N,N-dibenzylleucinal [(S)-2-dibenzylamino-4-methylpentanal] and metalated 3-dimethylphenylsilyl-2-propenyl N,N-diisopropylcarbamate, followed by oxidative lac