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. 2022 Mar 24;13(16):4608–4615. doi: 10.1039/d2sc00388k

Application in the synthesis of 2,15-diaryl DHTPsabc.

graphic file with name d2sc00388k-u2.jpg
a

Reaction conditions: step (1): (S)-6 (1 mmol), 7 (4.0 eq.), Pd(PPh3)4 (10 mol%) K2CO3 (6.0 eq.), 1,4-dioxane (16 mL), H2O (4 mL), 80 °C, reaction time: 6 h; step (2): THF (10 mL), conc. HCl (2 mL), 80 °C, reaction time: 6 h.

b

Yield of the isolated product.

c

ee% was determined by chiral HPLC analysis.

d

Reaction time of step 1 : 24 h.

e

Modified conditions: step (1): (S)-6 (1 mmol), 7 (4.0 eq.), Pd(PPh3)4 (5 mol%), Pd(dba)2 (10 mol%), (±)-BIDIME (20 mol%), K3PO4 (6.0 eq.), toluene (20 mL), 100 °C, reaction time: 24 h; step (2): 1,4-dioxane (10 mL), conc. HCl (2 mL), 80 °C, reaction time: 24 h. BIDIME = 3-(tert-butyl)-4-(2,6-dimethoxy-phenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole.