Expanding the Scope of Mn(OAc)3-Mediated Cyclizations:  Synthesis of the Tetracyclic Core of Tronocarpine Academic Article uri icon

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abstract

  • Pyrroles, indoles, and surprisingly, indolines, when equipped with a pendant malonyl group on the nitrogen atom, were effective substrates in a Mn(III)-mediated oxidative cyclization reaction, yielding the 1,2-annulated products in good to excellent yields. When indole acetonitrile was used as a substrate this method provided a rapid synthesis of a tetracyclic tronocarpine subunit.

publication date

  • September 2006