New enantiomerically enriched amino allyl- and allenylsilanes derived from naturally occurring amino acids

Some enantiomerically enriched Z-amino allylsilanes and allenylsilanes have been obtained selectively through the synthetic elaboration of naturally occurring amino acids. Fluorodesilylation with Selectfluor (R) has been proved as an easy way for preparing allylic fluorides bearing an amino or an amino acid moiety on the lateral chain. In particular, a new unsaturated fluorinated amino acid has been obtained, albeit as a diastereomeric mixture. (C) 2009 Elsevier Ltd. All rights reserved.