Highly diastereoselective synthesis of 3-hydroxy-2,2,3-trisubstituted indolines via intramolecular trapping of ammonium ylides with ketones.

Chem Commun (Camb)

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai, 200062, China.

Published: January 2014

A Rh2(OAc)4-catalyzed diazo decomposition reaction of diazo esters with 2-aminophenyl ketones is reported. A series of 3-hydroxy-2,2,3-trisubstituted indolines are produced in good yields with excellent diastereoselectivities via an intramolecular aldol-type trapping of ammonium ylides with ketone units.

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http://dx.doi.org/10.1039/c3cc48067dDOI Listing

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