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Issue 25, 2006
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Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines

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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.

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

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Supplementary files

Article information


Submitted
04 Apr 2006
Accepted
28 Apr 2006
First published
18 May 2006

Chem. Commun., 2006, 2664-2666
Article type
Communication

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

S. G. Davies, A. C. Garner, E. C. Goddard, D. Kruchinin, P. M. Roberts, H. Rodriguez-Solla and A. D. Smith, Chem. Commun., 2006, 2664
DOI: 10.1039/B604835H

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