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. Author manuscript; available in PMC: 2010 Mar 23.
Published in final edited form as: J Am Chem Soc. 2008 Aug 29;130(38):12592–12593. doi: 10.1021/ja805056g

Table 3.

Hydrogenative coupling of vinyl azine 1e to N-toluenesulfonyl aldimines 2e, 2f, 2i and 2k.a

graphic file with name nihms-90932-t0023.jpg
graphic file with name nihms-90932-t0024.jpg
94% Yield
3:1 dr, 3s 		graphic file with name nihms-90932-t0025.jpg
81% Yield
6:1 dr, 3t
graphic file with name nihms-90932-t0026.jpg
68% Yield
8:1 dr, 3u 		graphic file with name nihms-90932-t0027.jpg
79% Yield
6:1 dr, 3v
a

Cited yields are of isolated material. Standard conditions employ 3 equivalents of 6-bromo-2-vinylpyridine and 1 equivalent of imine. See Supporting Information for further details.