Issue 25, 2013

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

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

Supplementary files

Article information

Article type
Paper
Submitted
30 Jan 2013
Accepted
23 Apr 2013
First published
16 May 2013

RSC Adv., 2013,3, 9757-9763

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

M. Cherepanova, L. Kiss, R. Sillanpää and F. Fülöp, RSC Adv., 2013, 3, 9757 DOI: 10.1039/C3RA41963K

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