Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
Date of Issue2012
School of Physical and Mathematical Sciences
Annulation: The efficient synthesis of 3-hydroxyalkyl isoquinolones and 6-hydroxyalkyl 2-pyridones is enabled through the intramolecular annulation of alkyne-tethered hydroxamic esters (see scheme, Cp*=pentamethylcyclopentadienyl). The reaction features high regioselectivity, broad substrate scope, and excellent functional-group tolerance, proceeds under mild reaction conditions with low catalyst loading, and obviates the need for an external oxidant.
Angewandte chemie international edition
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