Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons

氨基酸衍生的烯胺酮:环形成研究及其在提供有价值的不对称合成子中的应用

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Abstract

A new reaction for the preparation of enaminones has been discovered. This method employs beta-amino acids as starting materials to allow diversification as well as incorporation of chirality. The beta-amino acids, once converted to ynones, are readily cyclized to the desired six-membered enaminone via a two-step, one-pot protocol. Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond making and bond breaking, thus changing the mode of addition.

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