Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines.

Chem Commun (Camb)

Department of Organic Chemistry, University of Oxford, Chemical Research Laboratory, Mansfield Road, Oxford, UKOX1 3TA.

Published: July 2006

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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Source
http://dx.doi.org/10.1039/b604835hDOI Listing

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