American Chemical Society
jo202448e_si_001.pdf (4.05 MB)

Room-Temperature B(OAc)3-Promoted Diels–Alder Reaction of Juglone with Styrenes: Total Syntheses of Tetrangulol and Anhydrolandomycinone

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journal contribution
posted on 2016-02-21, 17:25 authored by Day-Shin Hsu, Jiun-Yi Huang
The Diels–Alder reaction of juglone with various styrenes in the presence of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) was promoted by B­(OAc)3 at room temperature. The reaction proceeded smoothly and gave the products in a good yield and with excellent regioselectivity. This strategy was applied to the total syntheses of tetrangulol and anhydrolandomycinone.