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. Author manuscript; available in PMC: 2011 May 26.
Published in final edited form as: J Am Chem Soc. 2010 May 26;132(20):7119–7137. doi: 10.1021/ja1009458

Scheme 3.

Scheme 3

Stepwise synthesis of N1-C2 linked tryptamine dimer 39.a

aReagents and conditions: (a) 33 (4.0 equiv), CuI (1.0 equiv), (±)-trans-N,N′-dimethyl-1,2-cyclohexanediamine (0.20 equiv), K3PO4 (11 equiv), 1,4-dioxane, 101 °C, 24 h; (b) TFA/DCM (1:4), 23 °C, 1 h, 21 % (2 steps).