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

Literature Information

Publication Date 2006-05-18
DOI 10.1039/B604835H
Impact Factor 6.222
Authors

Stephen G. Davies, A. Christopher Garner, Euan C. Goddard, Dennis Kruchinin, Paul M. Roberts, Humberto Rodriguez-Solla, Andrew D. Smith


View Original

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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