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C. H. Oh, V. R. Reddy / Tetrahedron Letters 45 (2004) 8545–8548
10. For toxicology studies see: (a) Chau, Y. K.; Wong, P. T. S.
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17. Representative procedure: To
a mixture of lithium
alkynyltriisopropxyborate (1a) (0.20mmol) and benzoyl
chloride (2a) (0.24mmol), PdCl2(PPh3)2 (0.0050mmol,
5mol%), CuI (0.005mmol, 5mol%), CH3CN (2mL) was
added under argon atmosphere in a round bottomed
flask. The resulting suspension was stirred at 60ꢁC. After
heating for the time specified, the reaction mixture was
allowed to cool to room temperature. The product
was extracted into diethyl ether (3 · 10mL), the solvent
was removed by rotary evaporation, and the residue was
purified by silica gel chromatography.
18. A transition metal-free intermolecular alkyl transfer reac-
tion of tetraorganoborate complexes with acyl halides has
also been reported Negishi, E.; Chiu, K.-W.; Yosida, T.
J. Org. Chem. 1975, 40, 1676.
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9. Logue, M. W.; Teng, K. J. Org. Chem. 1982, 47,
2549.