Asymmetric phase-transfer-catalyzed synthesis of five-membered cyclic gamma-Amino acid precursors

Nodes, W. J., Shankland, K. ORCID: https://orcid.org/0000-0001-6566-0155, Rajkumar, S. and Cobb, A. J. A. (2010) Asymmetric phase-transfer-catalyzed synthesis of five-membered cyclic gamma-Amino acid precursors. Synlett, 2010 (20). pp. 3011-3014. ISSN 1437-2096 doi: 10.1055/s-0030-1259050

Abstract/Summary

The first example of an intramolecular enantioselective Michael addition of nitronates onto conjugated systems utilizing a chiral phase-transfer catalyst is described. A range of five-membered gamma-nitro esters with up to three stereocentres have been prepared and the relative and absolute configurations proven by chemical and crystallographic methods. The products are rapidly obtained and are precursors to five-membered cyclic gamma-amino acids.

Item Type	Article
URI	https://reading-clone.eprints-hosting.org/id/eprint/16160
Identification Number/DOI	10.1055/s-0030-1259050
Refereed	Yes
Divisions	Life Sciences > School of Chemistry, Food and Pharmacy > School of Pharmacy > Medicinal Chemistry Research Group
Uncontrolled Keywords	organocatalysis, phase transfer, intramolecular, nitronate, Michael addition
Publisher	Thieme Publishing
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