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. Author manuscript; available in PMC: 2012 Dec 7.
Published in final edited form as: J Am Chem Soc. 2011 Nov 10;133(48):19483–19497. doi: 10.1021/ja207550t

Table 6.

Substrate Scope of the TMM Reaction of Acylpyrroles with Nitrile Donor 17.

graphic file with name nihms338074u4.jpg
entry substrate product yield (%) dr ee (%)
1b graphic file with name nihms338074t63.jpg graphic file with name nihms338074t64.jpg
23a 		87 >20:1 92
2 graphic file with name nihms338074t65.jpg graphic file with name nihms338074t66.jpg
23b 		84 >20:1 94
3 graphic file with name nihms338074t67.jpg graphic file with name nihms338074t68.jpg
23c 		80 >20:1 94
4 graphic file with name nihms338074t69.jpg graphic file with name nihms338074t70.jpg
23d 		98 >20:1 95
5 graphic file with name nihms338074t71.jpg graphic file with name nihms338074t72.jpg
23e 		96 >20:1 94
6 graphic file with name nihms338074t73.jpg graphic file with name nihms338074t74.jpg
23f 		100 >20:1 95
7 graphic file with name nihms338074t75.jpg graphic file with name nihms338074t76.jpg
23g 		90 > 20:1 97
8 graphic file with name nihms338074t77.jpg graphic file with name nihms338074t78.jpg
23h 		63 > 20:1 95
9 graphic file with name nihms338074t79.jpg graphic file with name nihms338074t80.jpg
23i 		82 > 20:1 94
10 graphic file with name nihms338074t81.jpg graphic file with name nihms338074t82.jpg
23j 		84 > 20:1 94
a

All reactions were performed at 0.2M in toluene with 5% Pd(dba)2, 10% ligand L38, 1.5 equiv 17 and stirred for 3h; yields were combined isolated yields; ee’s were determined by HPLC with a chiral stationary phase column.

b

Reaction performed at 50 °C.