Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines |
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| Authors: | Davies Stephen G Garner A Christopher Goddard Euan C Kruchinin Dennis Roberts Paul M Rodriguez-Solla Humberto Smith Andrew D |
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| Institution: | Department of Organic Chemistry, University of Oxford, Chemical Research Laboratory, Mansfield Road, Oxford, UKOX1 3TA. steve.davies@chem.ox.ac.uk |
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| Abstract: | 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. |
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