Organocatalysis in Friedel-Crafts Arylation

Chiral phosphoric acids, such as 182, were also found to be suitable catalysts for this transformation [143], although with 182 the substrate scope was limited to N-tosyl and N-brosyl-substituted aryl imines 188. In contrast, catalysis by 183 considerably reduced the reaction time ( 2 h to reach completion). Antilla reported the use of chiral phosphoric acid 184 in the enantioselective addition of indoles to 

Terada also reported the enantioselective addition of 2-methoxyfuran (192) to a wide range of N-Boc-protected aryl aldimines 193 using chiral phosphoric acid 185 [147]. 

32 Hermanns, N Dahmen, S., Bohn, C. and Brase, S. (2002) Angew. Chem. Int. 

Reactions (ed. P.A. Evans), Wiley-VCH Verlag GmbH, Weinheim, Germany, pp. 55-77  

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