Fig. 2: Synthesis of chiral alkyne-tethered bicyclo[3.2.1]octenes. | Nature Communications

Fig. 2: Synthesis of chiral alkyne-tethered bicyclo[3.2.1]octenes.

From: Catalytic asymmetric tandem Heck/Sonogashira reaction enabling access to versatile chiral bridged ring scaffolds

Fig. 2

a Substrate scope of alkynes. b Substrate scope of cyclopentenes. Reaction conditions: 1 (0.10 mmol), 2 (0.15 mmol), [(π-allyl)PdCl]2 (5.0 mol%), CuI (12.0 mol%), L1 (20.0 mol%), Na2CO3 (3.0 equiv) in 2.0 mL DMSO at 80 °C under Ar atmosphere, 20 h. Isolated yields were given. The ee values and dr values were determined by chiral HPLC analysis. b70 °C, 36 h. c24 h. d48 h. e36 h.

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