Oxaziridine-mediated amination of branched allylic sulfides: stereospecific formation of allylic amine derivatives via [2,3]-sigmatropic rearrangement.
Reaction of branched allylic sulfides with the N-Boc-oxaziridine 1 results in [2,3]-sigmatropic rearrangement of the intermediate allylic N-Boc-sulfimides with a high level of chirality transfer. The first example of formation of a quaternary stereocenter using this transformation is reported.
Armstrong
Alan
A
Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK. a.armstrong@imperial.ac.uk
Challinor
Lee
L
Cooke
Richard S
RS
Moir
Jennifer H
JH
Treweeke
Nigel R
NR