ja5b00613_si_001.cif (1.16 MB)

Gold(I)-Catalyzed Dearomative Rautenstrauch Rearrangement: Enantioselective Access to Cyclopenta[b]indoles

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posted on 11.03.2015 by Weiwei Zi, Hongmiao Wu, F. Dean Toste
A highly enantioselective dearomative Rautenstrauch rearrangement catalyzed by cationic (S)-DTBM-Segphosgold­(I) is reported. This reaction provides a straightforward method to prepare enantioenriched cyclopenta­[b]­indoles. These studies show vast difference in enantioselectivity in the reactions of propargyl acetates and propargyl acetals in the chiral ligand-controlled Rautenstrauch reaction.