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. Author manuscript; available in PMC: 2018 Mar 15.
Published in final edited form as: J Am Chem Soc. 2017 Mar 1;139(10):3868–3875. doi: 10.1021/jacs.7b00445

Scheme 10. Competition Experiment Probing Formation of Free Alkynylboronatea.

Scheme 10

aReagents and conditions: (a) 1-heptyne (0.50 mmol), 1-octynyl-BPin (0.50 mmol), B2Pin2 (0.50 mmol), 1 (5 mol %), toluene (0.5 mL), 23 °C, 15 h.