AI Article Synopsis
- The reaction uses an organic base to catalyze the combination of a specific sulfinyl imine and dialkyl malonates, producing β-aminomalonates with high yields.
- It achieves good to excellent diastereoselectivity, ranging from 76% to 98%.
- The resulting products allow for the straightforward synthesis of β-trifluoromethyl-β-alanine with either (R) or (S) configurations.
Article Abstract
Organic base-catalyzed reaction of (S)-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine with dialkyl malonates was found to be effective for synthesis of both (S,S(S)) and (R,S(S)) β-aminomalonates in high yield with good to excellent diastereoselectivity (76-98% de). The products of this Mannich reaction provide direct access to β-trifluoromethyl-β-alanine of either (R) or (S) absolute configuration.
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| http://dx.doi.org/10.1039/c2cc30627a | DOI Listing |
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