Reinvestigation of the Synthesis of (2R,3R) 2,3-(Cyclohexylidenedioxy)-4-cyclopentenone as Possible Building Block for the Synthesis of Carbocyclic Nucleosides.

C. L. Mariën University of Antwerp (RUCA), Department of Chemistry, Nucleoside Research & Mass Spectrometry Unit, Groenenborgerlaan 171, B-2020, Antwerp, BELGIUM

E. L. Esmans University of Antwerp (RUCA), Department of Chemistry, Nucleoside Research & Mass Spectrometry Unit, Groenenborgerlaan 171, B-2020, Antwerp, BELGIUM

F. Lemière University of Antwerp (RUCA), Department of Chemistry, Nucleoside Research & Mass Spectrometry Unit, Groenenborgerlaan 171, B-2020, Antwerp, BELGIUM

R. A. Dommisse University of Antwerp (RUCA), Department of Chemistry, Nucleoside Research & Mass Spectrometry Unit, Groenenborgerlaan 171, B-2020, Antwerp, BELGIUM

Abstract

An in depth study of the four-steps synthesis of (2R,3R) 2,3-(cyclohexylidenedioxy)-4-cyclopentenone (5) from D-ribonolactone (1) is described. From these experiments we must conclude that the overall yield reported in the literature (65%) is overestimated. All compounds have been throughly investigated by ¹H- and ¹³C-NMR spectroscopy.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Reinvestigation of the Synthesis of (2R,3R) 2,3-(Cyclohexylidenedioxy)-4-cyclopentenone as Possible Building Block for the Synthesis of Carbocyclic Nucleosides.

Information for

Open access

Opportunities

Help and information

Reinvestigation of the Synthesis of (2R,3R) 2,3-(Cyclohexylidenedioxy)-4-cyclopentenone as Possible Building Block for the Synthesis of Carbocyclic Nucleosides.

Abstract

Reprints and Corporate Permissions

Academic Permissions

Related research

To cite this article:

Download citation

Information for

Open access

Opportunities

Help and information

Keep up to date

Your download is now in progress and you may close this window

Login or register to access this feature