title: Gold(I)-catalyzed dearomative Rautenstrauch rearrangement: enantioselective access to cyclopenta[b]indoles.
abstract: 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.
authors.affiliation: Department of Chemistry, University of California , Berkeley, California 94720, United States.
authors.forename: Weiwei
authors.initials: W
authors.lastname: Zi
authors.forename: Hongmiao
authors.initials: H
authors.lastname: Wu
authors.forename: F Dean
authors.initials: FD
authors.lastname: Toste
mesh_terms: D000080:Acetals / Q000737:chemistry; D000085:Acetates / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D006046:Gold / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D008024:Ligands; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D000085:Acetates; D000480:Alkynes; D007211:Indoles; D008024:Ligands; D006046:Gold