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Inexpensive aromatic feedstocks are substrates for highly enantioselective acylative Mannich reactions catalyzed by a thiourea chiral hydrogen-bond donor 1. This methodology provides access to useful 1-substituted dihydroisoquinolines (see scheme; TrocCl=2,2,2-trichloroethyl chloroformate, TBS=tert-butyldimethylsilyl), which serve as precursors to enantioenriched 1-substituted tetrahydroisoquinolines.
Taylor et al. (Wed,) studied this question.
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