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Synthesis of novel functionalized cispentacins through C–C oxidative cleavage of diendo-norbornene β-amino acid†
Maria Cherepanova,Loránd Kiss,Reijo Sillanpää
RSC Advances Pub Date : 05/16/2013 00:00:00 , DOI:10.1039/C3RA41963K
Abstract

Difunctionalized cispentacin derivatives with two new stereogenic centres have been synthesized from a diendo-norbornene β-amino acid in a stereocontrolled route, involving C–C double bond functionalization by dihydroxylation, followed by oxidative ring cleavage and transformation of the dialdehyde intermediates through a Wittig reaction.

Graphical abstract: Synthesis of novel functionalized cispentacins through C–C oxidative cleavage of diendo-norbornene β-amino acid
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