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. Author manuscript; available in PMC: 2016 Oct 14.
Published in final edited form as: J Am Chem Soc. 2015 Oct 6;137(40):12796–12799. doi: 10.1021/jacs.5b09099

Table 2.

Pt-Catalyzed C–H Functionalization of N-Alkylpyrrolidines

graphic file with name nihms748513t2.jpg
substrate major product isolated yield isolated selectivity
(crude selectivity)a
graphic file with name nihms748513t3.jpg graphic file with name nihms748513t4.jpg 25%b (β : α = >20 : 1)
graphic file with name nihms748513t5.jpg graphic file with name nihms748513t6.jpg 85% γ : β = >20 : 1
(γ : β = 10 : 1)
graphic file with name nihms748513t7.jpg graphic file with name nihms748513t8.jpg 126% δ : γ = 4 : 1
(δ : γ = 4 : 1)
graphic file with name nihms748513t9.jpg graphic file with name nihms748513t10.jpg 73% ε : δ = 3 : 1
(ε : δ = 2 : 1)
a

Crude selectivity determined by 1H NMR spectroscopic analysis prior to treatment with PivCl.

b

Yield determined by 1H NMR spectroscopic analysis prior to treatment with PivCl.