Chiral 1-phospha norborneol diene derivative and synthesis method thereof
A technology of norbornanyl and phosphata, which is applied in the field of 1-phosphanorbornadiene compounds and their synthesis, achieving the effects of high yield, broad commercial application prospects, and simple synthesis methods
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[0021]
[0022] (1) in N 2 Under ambient conditions, add 40mL of methanol, phenylpropynaldehyde (20mmol), and trimethyl orthoformate (40mmol) into a 100mL Schlenk bottle, then add the catalyst p-toluenesulfonic acid (10mol%), and transfer to a 65°C oil bath to reflux for 10h. After the reaction was complete, a small amount of solid NaOH was added, and stirring was continued for 20 min. After rotary evaporation under reduced pressure, the compound A2 was obtained after passing through a neutral alumina drying column with a yield of 93%.
[0023]
[0024] (2) in N 2 At ambient, 5 mL of toluene, compound A2 (5.6 mmol), phosphole (5.3 mmol) were added to a 75 mL Schlenk bottle. React in an oil bath at 140°C for 2h. After passing through a neutral alumina column (PE:DCM=10:1), compound A3 was obtained. Yield 80%.
[0025] (3) in N 2 Under ambient conditions, add 20 mL of dichloromethane, compound A3, hydrochloric acid, and silicon dioxide into a 100 mL Schlenk bottle, a...
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