Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines.
Conjugate addition of homochiral lithium amides to methyl 4-(N-benzyl-N-allylamino)but-2-enoate, chemoselective N-deprotection and concomitant cyclisation, followed by enolate functionalisation and deprotection allows access to syn- and anti-3,4-disubstituted aminopyrrolidines in > 98% d.e. and > 98% e.e.
Davies
Stephen G
SG
Department of Organic Chemistry, University of Oxford, Chemical Research Laboratory, Mansfield Road, Oxford, UKOX1 3TA. steve.davies@chem.ox.ac.uk
Garner
A Christopher
AC
Goddard
Euan C
EC
Kruchinin
Dennis
D
Roberts
Paul M
PM
Rodriguez-Solla
Humberto
H
Smith
Andrew D
AD