Palladium-catalyzed enantioselective [5 + 4] annulation of ortho-quinone methides and vinylethylene carbonates
Literature Information
Publication Date
2020-05-08
DOI
10.1039/D0QO00128G
Impact Factor
5.281
Authors
Chao Xia, Dong-Chao Wang, Gui-Rong Qu
View Original
Abstract
Highly enantioselective [5 + 4] annulation of ortho-quinone methides with vinylethylene carbonates has been developed by asymmetric palladium catalysis. The reaction allows for efficient synthesis of various nine-membered benzodioxonines in good yields (up to 88%) with high enantioselectivity (up to 98%). Mechanistic studies indicate that the [5 + 4] annulation occurs through an unusual action of chiral phosphine and achiral palladium catalysts.
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Organic Chemistry Frontiers
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