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Asymmetric Robinson Annulation of 3-Indolinone-2-carboxylates with Cyclohexenone: Access to Chiral Bridged Tricyclic Hydrocarbazoles.

08:00 EDT 5th July 2018 | BioPortfolio

Summary of "Asymmetric Robinson Annulation of 3-Indolinone-2-carboxylates with Cyclohexenone: Access to Chiral Bridged Tricyclic Hydrocarbazoles."

A chiral bifuntional thiourea catalyzed diastereo- and enantioselective Michael addition followed by an intramolecular Aldol reaction of 3-indolinone-2-carboxylates with cyclohexenone has been accomplished using a chiral thiourea catalyst. It is a novel strategy for the construction of chiral bridged tricyclic hydrocarbazole derivatives bearing four contiguous stereocenters with excellent diastereo- and enantioselectivity.

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Name: Organic letters
ISSN: 1523-7052
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