login

Enantioselective Thiourea‐Catalyzed Acyl‐Mannich Reactions of Isoquinolines

Angewandte Chemie International EditionPublished 21 September 2005Open access
Mark S. Taylor, Norihito Tokunaga, Eric N. Jacobsen
Citations289
SJR quartileQ1
SJR score5.55
SNIP2.47
View PDF

Abstract

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.

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology