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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
C-H activation as a strategic reaction: enantioselective synthesis of 4-substituted indoles
Huw M L Davies1, James R Manning
1Department of Chemistry, University at Buffalo, The State University of New York, 14260-3000, USA. hdavies@buffalo.edu
Abstract:
A method is described for the asymmetric synthesis of 4-substituted indoles from the Rh2(S-DOSP)4-catalyzed decomposition of vinyldiazoacetates in the presence of N-Boc-4-acetoxy-6,7-dihydroindole. The reaction proceeds via a combined C-H activation/Cope rearrangement-elimination mechanism resulting in good yields and very high asymmetric induction.
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