Switchable Skeletal Rearrangement of Dihydroisobenzofuran Acetals with Indoles
2019
The switchable skeletal rearrangement for the construction of amino indanones and tetrahydroisoquinolones frameworks had been developed. In the presence of a chiral phosphoric acid catalyst, the reaction gave the amino indanones in high yields and good to excellent ee (85–98%), while the methoxyl substituent at the 5-position of dihydroisobenzofuran acetal selectively gave isoquinolinones products in good to excellent ee (46–98%). Furthermore, DFT calculations were performed to explain the regioselectivity of the switchable transformation pathways.
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