B. Bonini, M. Comes-Franchini, Mariafrancesca Fochi
Mar 15, 2000
Citations
0
Influential Citations
8
Citations
Journal
Polyhedron
Abstract
Abstract Several new N -Boc-protected α-aminoacylsilanes from l -phenylalanine and l -isoleucine are synthesized via silylcupration of the corresponding imidazolides. The addition reaction of nucleophiles to the carbonyl moiety gives satisfactory yields of highly functionalized β-amino alcohols and statine analogues. The diastereoselectivity ranges from 30 to 98% and depends upon the nature of the C-nucleophile, on the structure of the starting amino acid as well as on the chelating properties of the Lewis acid employed.