Copper-Catalyzed Highly Enantioselective Cyclopentannulation of Indoles with Donor–Acceptor Cyclopropanes
Journal of the American Chemical Society2013Vol. 135(21), pp. 7851–7854
Citations Over TimeTop 1% of 2013 papers
Abstract
A highly diastereo- and enantioselective BOX/Cu(II)-catalyzed C2,C3-cyclopentannulation of indoles with donor-acceptor cyclopropanes has been developed on the basis of asymmetric formal [3 + 2] cycloaddition of indoles. This reaction provides rapid and facile access to a series of enantioenriched cyclopenta-fused indoline products and can be further extended to the construction of tetracyclic pyrroloindolines. The synthetic potential of the reaction was demonstrated in a four-step synthesis of the core structure of borreverine.
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