Journal
TETRAHEDRON LETTERS
Volume 49, Issue 1, Pages 32-35Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.11.026
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We describe the first catalytic dynamic kinetic resolution of hemiaminals mediated by an organocatalyst. A 0.1-1 mol % catalyst loading is effective for the dynamic kinetic resolution of hemiaminals to produce esters up to 88% ee in high yields. A 10 mol % catalyst loading resulted in a decreased selectivity, whereas the selectivity increased at 50 degrees C. The absolute configuration is assigned on the basis of the empirical Cotton effect rule. (C) 2007 Elsevier Ltd. All rights reserved.
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