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  • Title: Diastereoselective intramolecular Friedel-Crafts alkylation of tetralins.
    Author: Liébert C, Brinks MK, Capacci AG, Fleming MJ, Lautens M.
    Journal: Org Lett; 2011 Jun 17; 13(12):3000-3. PubMed ID: 21591612.
    Abstract:
    An efficient and versatile synthesis of cis-hexahydrobenzophenanthridines starting from readily available tetralins has been developed using an intramolecular Friedel-Crafts alkylation as a key step. The substrates were prepared via a highly stereocontrolled rhodium-catalyzed ring-opening reaction of meso-oxabicyclic alkenes and a hydrogenation sequence. Thus, a wide variety of complex tetracyclic compounds have been isolated with a high level of regio-, diastereo-, and enantioselectivity.
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