Hydroformylation of Olefinic Derivatives of Isosorbide and Isomannide.

J Org Chem

Institute of Technology, University of Tartu, Nooruse 1, 50411 Tartu, Estonia.

Published: September 2016

The first time application of hydroformylation on olefinic derivatives of isosorbide and isomannide is shown by which a new carbon-carbon bond is formed. Depending on the ligand and reaction conditions used, the C6 regioisomer a can be obtained in 4:1 ratio and excellent yield, whereas C5 isomer b is achieved in almost complete regioselectivity (46:1) and good yield. In the majority of cases only the exo orientation is observed for the obtained aldehydes, and the method is easily applicable also on a 1 g scale.

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http://dx.doi.org/10.1021/acs.joc.6b01179DOI Listing

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