An iodine catalyzed metal free domino process for the stereoselective synthesis of oxygen bridged bicyclic ethers?
Organic & Biomolecular Chemistry Pub Date: 2015-05-11 DOI: 10.1039/C5OB00518C
Abstract
A domino reaction has been developed for the synthesis of oxygen bridged bicyclic ethers through the coupling of 4-(2-hydroxyethyl)cyclohex-3-enols with aldehydes in the presence of 10 mol% of molecular iodine in dichloromethane at 25 °C. This method is highly diastereoselective affording the corresponding bicyclic ethers, i.e. octahydro-4a,7-epoxyisochromenes in good yields with high selectivity. It is the first report on the synthesis of oxygen bridged bicyclic ethers using a domino Prins strategy.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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