Catalytic asymmetric direct α-alkylation of amino esters by aldehydes via imine activation?
Chemical Science Pub Date: 2014-01-31 DOI: 10.1039/C3SC53314J
Abstract
Two types of BINOL-related chiral aldehydes were used as organocatalysts for the direct α-functionalization of N-unprotected amino esters. The first chiral aldehyde catalysed α-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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Journal Name:Chemical Science
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CAS no.: 89640-58-4