Oxidative Prins and Prins/FriedelCrafts cyclizations for the stereoselective synthesis of dioxabicycles and hexahydro-1H-benzo[f]isochromenes via the benzylic CH activationElectronic supplementary information (ESI) available: Preparation of starting materials and copies of 1H and 13C NMR spectrum of products.. CCDC reference number 833511. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c1ob06489d
1-Benzyl ethers of ( E )- and ( Z )-hex-3-en-1,6-diols and hept-3-en-1,7-diols undergo a smooth oxidative cyclization with DDQ in the presence of In(OTf) 3 through a sequential CH bond activation and an intramolecular Prins cyclization to afford the corresponding trans - and cis -fused hexahydro-2 H...
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