A highly diastereoselective synthesis of spiroisoindolinones from enamides and 3-hydroxy-isoindolinones is reported. The reaction proceeds rapidly in the presence of para-toluenesulfonic acid as Brønsted acid-catalyst and affords a variety of densely substituted spiroisoindolinoes with three contiguous stereogenic centers in high yields (up to 98%) and diastereoselectivities (up to dr >98:<2:0:0).
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Halaczkiewicz et al. (2024) studied this question.
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