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Enantioselective Synthesis of 1-Aryltetrahydroisoquinolines

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journal contribution
posted on 2010-06-18, 00:00 authored by Sa Wang, M. Burak Onaran, Christopher T. Seto
1-Aryltetrahydroisoquinolines (1-arylTHIQs) are important structural motifs in many alkaloids and biologically active compounds. Ligand 2a promotes the enantioselective addition of arylzinc reagents to 3,4-dihydroisoquinoline N-oxide to yield (S)-1-arylTHIQs in 97−99% ee. Pinacol arylboronic esters are the optimal precursors for the arylzinc reagents. This method is applied to the enantioselective synthesis of Solifenacin.

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