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N-silyl-tethered radical cyclizations: a new synthesis of gamma-amino alcohols
Authors:Blaszykowski Christophe  Dhimane Anne-Lise  Fensterbank Louis  Malacria Max
Affiliation:Laboratoire de Chimie Organique, UMR CNRS 7611, Université Pierre et Marie Curie, Case 229, 4 place Jussieu, 75252 Paris Cedex 05, France.
Abstract:[reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcohols. The silylation, radical cyclization, and oxidation reactions could be consolidated in a one-pot process.
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