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Because the biological and/or pharmacological properties of a given molecule often depend on the absolute and relative configurations of the stereogenic centers, different diastereomers may exhibit totally different biological and/or pharmacological activities. Therefore, for compounds containing multiple stereogenic centers, the stereoselective asymmetric synthesis of all of the individual diastereomers,...
The base-catalyzed reaction between isatins and N-Boc-3-pyrrolin-2-one yields Morita–Baylis–Hillman (MBH) adducts instead of the expected aldol products in good to high yields (up to 97%). Various organic and inorganic bases are efficient catalysts for this reaction. Our study excluded the Morita–Baylis–Hillman mechanism for the formation of the MBH-type products. The MBH products are most likely...
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