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Coupling reaction of monoacetate 2 and aryl hard nucleophiles is realized for the first time, which consists of the lithium arylborates as hard nucleophiles and NiCl 2 (PPh 3 ) 2 as a catalyst. More importantly, the independent effects of t-BuCN and NaI and their synergistic function are discovered to increase regioselectivity furnishing trans 1,3-isomers 6 as the major products.
Lithium alkenylborates couple with the monoacetate of 4-cyclopentene-1,3-diol under the nickel catalyst regioselectively and stereospecifically to afford trans 1,3-isomers in good yields. Moreover, an unexpectedly high level of regio-selectivity is observed with the alkenylborates possessing the prostaglandin (PG) ω-chain structure. The present reaction is successfully applied to the asymmetric...
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