Synthesis of functionalized 3-isochromanones via metal-free intramolecular alkoxylation-initiated cascade cyclization?
Green Chemistry Pub Date: 2019-05-01 DOI: 10.1039/C9GC01030K
Abstract
A metal-free intramolecular alkoxylation-initiated cascade cyclization of allyl ether-tethered ynamides has been developed. Various highly functionalized 3-isochromanones can be obtained in generally good to excellent yields under mild reaction conditions. Moreover, this asymmetric cyclization has also been realized via a stereocontrolled [3,3] rearrangement by employing a traceless chiral directing group. In addition, an unexpected [1,3] O-to-C rearrangement is observed in the case of the ynamide substrate bearing a phenyl-substituted alkene, which is distinctively different from the related gold catalysis.
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Journal Name：Green Chemistry
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CAS no.: 89640-58-4
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