Chiral L-pipecolinic acid based catalysts, the N-functionalized pipecolinamides 4a-h and 5a-e, have been obtained in a straightforward two-step synthesis starting from Boc-Lpipecolinic acid. The catalysts form a complex with trichlorosilane, which proved to be effective for the enantioselective addition to the standard N-phenylimine substrate 6. We have tested the enantioselectivity of the ligands to establish the influence of N-and O-functionalization on the chiral α-amino acid. Whereas the N-formylpipecolinamides give
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