Fig. 2: Substrate scope of enantioselective alkynylation of C–P bond. | Nature Communications

Fig. 2: Substrate scope of enantioselective alkynylation of C–P bond.

From: Diversity-oriented synthesis of P-stereogenic and axially chiral monodentate biaryl phosphines enabled by C-P bond cleavage

Fig. 2

Reaction conditions: 1 (0.20 mmol), 2 (2.0 equiv), [Pd(Allyl)Cl]2 (2.5 mol%), L6 (11 mol%), CuBr (1.0 equiv), Cs2CO3 (2.0 equiv), 2-Me-THF (2.0 mL) at 45 °C for 36 h, then S8 (5 equiv) or BH3·SMe2 (2 equiv, 10 M in Me2S), unless otherwise stated. Isolated yields were reported. ee values of the major isomers are shown and determined by chiral HPLC analysis. dr values were determined by 1H NMR analysis of the crude reaction mixtures; a60 h; b1 (0.05 M); cthe reaction was conducted at 60 °C; dwith bis(trimethylsilyl)acetylene as the coupling partner; e0.10 mmol scale.

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