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The palladium-catalyzed cyclization of benzene-1,2-diol with various racemic secondary propargyl carbonates having no acetylenic hydrogen in the presence of (R)-Binap as the chiral ligand afforded the two regioisomers of the corresponding 2,3-dihydro-1,4-dioxin derivatives in quite good yields, and also in enantioselectivities going from 40 to 97%. The cyclization of benzene-1,2-diol with methyl (R)-1-methyl-3-phenylpro-2-yn-1-yl...
The palladium-catalyzed cyclization of benzene-1,2-diol with various secondary propargylic carbonates in the presence of (R)-Binap as the chiral ligand afforded the corresponding 2,3-dihydrobenzo-1,4-dioxin derivatives in quite good yields, and also in enantioselectivities of up to 93%. The assumed enantioselective step is the protonation of a palladium-carbene intermediate.
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