Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 17, Pages 7510-7517Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01179
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Funding
- European Regional Development Fund (Archimedes Foundation) [3.2.0501.10-0004]
- Estonian State Forest Management Centre
- Estonian Environmental Investment Centre [11064]
- Estonian Ministry of Education and Research [IUT23-7]
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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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