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. Author manuscript; available in PMC: 2014 Aug 7.
Published in final edited form as: Org Biomol Chem. 2013 Jun 13;11(29):4792–4796. doi: 10.1039/c3ob40523k

Table 3.

Pictet-Spengler cyclization of the Ugi 4-CR to yield the tricyclic 3,9-diazabicyclo[3.3.1] nonane scaffold

graphic file with name nihms-495904-t0047.jpg

Comp. R1–NC graphic file with name nihms-495904-t0048.jpg Yielda
[%]
11a graphic file with name nihms-495904-t0049.jpg graphic file with name nihms-495904-t0050.jpg 44
11b graphic file with name nihms-495904-t0051.jpg graphic file with name nihms-495904-t0052.jpg 40
11c graphic file with name nihms-495904-t0053.jpg graphic file with name nihms-495904-t0054.jpg 48
11d graphic file with name nihms-495904-t0055.jpg graphic file with name nihms-495904-t0056.jpg 30
a

Overall yield in two steps in one pot (crude Ugi product was directly used for the Pictet-Spengler reaction).