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. Author manuscript; available in PMC: 2015 Apr 3.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Dec 4;54(5):1638–1641. doi: 10.1002/anie.201410326

Scheme 5.

Scheme 5

Hydroamination of (E)-vinylsilanes. Reaction conditions: 4 a–4k (1 mmol), 2a (1.2 mmol), Cu(OAc)2 (0.02 mmol), (R)-DTBM-SEGPHOS (0.022 mmol), THF (1 mL), 40 8C, 36 h. Yields are of isolated products (average of two runs). [a] 16 h reaction time. [b] Cu-(OAc)2 (0.04 mmol), (R)-DTBM-SEGPHOS (0.044 mmol), THF (1 mL, 1 m). [c] From (Z)-4g. TBS = tert-butyldimethylsilyl, Ts = p-toluenesulfonyl.