Two types of BINOL-related chiral aldehydes were used as organocatalysts for the direct alpha-functionalization of N-unprotected amino esters. The first chiral aldehyde catalysed alpha-alkylation of 2-aminomalonates with 3-indolylmethanols via imine activation was reported. Various tryptophan derivatives were produced in good yields and with high enantioselectivities. A reasonable mechanism was proposed and the core intermediates were identified by high resolution mass spectroscopy (HRMS)
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